Heterocyclic Building Blocks-Tetrahydrofuran

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis of 6- and 8-alkynylated purines and their ribonucleosides by the coupling of halopurines with alkynes, published in 1982, which mentions a compound: 3066-84-0, mainly applied to alkynylated purine; nucleotide alkynylated purine; alkynylation purine; coupling halopurine alkyne; cytokinin activity alkynylated purine, Recommanded Product: 3066-84-0.

Coupling reactions of 6-iodo- or 6-chloropurine with alkynes in the presence of (PPh3)2PdCl2-CuI catalyst in Et3N to give 6-alkynylated purines was achieved by the use of dipolar aprotic solvent as cosolvent. Under the reaction conditions, ribonucleoside as well as its tri-O-acetate of 6-chloropurine also gave the corresponding alkynylated products in high yields. Though similar reaction for 8-bromo derivatives of adenineand guanine gave poor yields, the 8-alkynylated free bases could be obtained by acid hydrolysis of the alkynylated ribonucleosides. 6-Alkynylated purines exhibited moderate to weak cytokinin activity in Amaranthus test.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Using Density Functional Theory To Design DNA Base Analogues with Low Oxidation Potentials, published in 2001-07-12, which mentions a compound: 3066-84-0, Name is 8-Bromoguanine, Molecular C5H4BrN5O, COA of Formula: C5H4BrN5O.

The oxidizability of substituted nucleobases was evaluated through theor. calculations and the ability of individual bases to induce current enhancement in the cyclic voltammograms of metal complexes. Formation of the guanine derivatives 7-deazaguanine and 8-oxoguanine is known to lower the energy for oxidation of guanine. The similar derivatives of adenine were examined and gave lower predicted redox energies as well as current enhancement with Ru(bpy)32+ (7-deazaadenine) and Fe(bpy)32+ (8-oxoadenine). Oxidizable, substituted pyrimidines were identified using a computational library that gave 5-aminocytosine and 5-aminouracil as promising electron donors. Again, these predictions were verified using catalytic electrochem. In addition, the computations predicted that 6-aminocytosine would be redox-active but not as easily oxidized as 5-aminocytosine, which was also confirmed exptl. In addition to calculating the relative one-electron redox potentials, we used calculations to evaluate the loss of a proton that occurs from the initially formed radical cation. These calculations gave results consistent with the experiments, and in the case of 8-oxoadenine, the relative redox reactivity could be predicted only when the proton loss step was considered. These substituted bases constitute building blocks for highly redox-active nucleic acids, and the associated theor. model provides powerful predictability for designing new redox-active nucleobases.

Compounds in my other articles are similar to this one(8-Bromoguanine)COA of Formula: C5H4BrN5O, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Electric Literature of C14H24O4. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 4-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-4-oxobutanoic acid, is researched, Molecular C14H24O4, CAS is 77341-67-4, about Synthesis and properties of new (-)-menthol-derived chiral liquid crystal compounds with alkyl or alkoxy terminal groups. Author is Jia, Ying-Gang; Luo, Cong-Cong; Zhu, Zhao-Xia; Hu, Jian-She.

Two series of chiral mesogenic compounds derived from (-)-menthol with varying length of alkyl or alkoxy terminal groups resp. were designed and synthesized. Their chem. structures were characterized by FT-IR and 1H-NMR spectra. The thermal properties and optical textures were investigated by differential scanning calorimetry and polarizing optical microscopy. Bragg selective reflection spectra of the compounds with the alkoxy chain in the N* phase were measured by UV/visible spectrometer. The results showed that the alkyl series homologues melt directly to the isotropic phase on heating and display cubic blue phase and focal conic textures of chiral nematic phase on cooling, whereas the alkoxy series displayed oily streak textures with iridescent colors on heating, and platelet textures of blue phase and focal conic textures were observed on cooling cycles. The chain structure and length of the terminal groups have profound influence on the isotropic temperature and a large odd-even effect is observed for the compounds The selective reflection colors of alkoxy series shifted to longer wavelength with the increasing of temperature

Compounds in my other articles are similar to this one(4-(((1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl)oxy)-4-oxobutanoic acid)Electric Literature of C14H24O4, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide(SMILESS: O=S(C1=C(F)C(F)=C(F)C(F)=C1F)(N[C@@H](C2=CC=CC=C2)[C@@H](N)C3=CC=CC=C3)=O,cas:313342-24-4) is researched.Name: (S)-Butan-2-ol. The article 《Accessible Bifunctional Oxy-Tethered Ruthenium(II) Catalysts for Asymmetric Transfer Hydrogenation》 in relation to this compound, is published in Organic Letters. Let’s take a look at the latest research on this compound (cas:313342-24-4).

A concise synthesis of new oxy-tethered ruthenium complexes effective for the asym. transfer hydrogenation of aromatic ketones is described. The oxy-tether was constructed via a defluorinative etherification arising from an intramol. nucleophilic substitution of a perfluorinated phenylsulfonyl substituent. The obtained tethered complexes exhibited desirable catalytic activity and selectivity, especially in the asym. transfer hydrogenation of functionalized aromatic ketones. The robustness and rigidity of the tether contribute to their superior catalytic performance relative to the nontethered prototype complex.

Compounds in my other articles are similar to this one(N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide)Application In Synthesis of N-((1S,2S)-2-Amino-1,2-diphenylethyl)-2,3,4,5,6-pentafluorobenzenesulfonamide, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Application In Synthesis of (S)-Butan-2-ol. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: (S)-Butan-2-ol, is researched, Molecular C4H10O, CAS is 4221-99-2, about Preliminary exploration on enzyme-promoted asymmetric biomimetic synthesis of resveratrol dimers. Author is Lei, Tian; Guan, Xingchao; Kang, Xiaodong; Wang, Yuefei; Han, Li; Li, Wenling.

The asym. biomimetic synthesis of resveratrol dimers was preliminarily explored using the enzyme-mediated oxidative coupling reactions of chiral resveratrol derivatives as the key step. The horseradish peroxidase-H2O2-promoted oxidations of 11,13-di-sec-butylresveratrol ether and 3,5-dibromoresveratrol di-sec-Bu ethers generated an 8-5-coupled intermediate and several 8-8-coupled dimeric mixtures, resp. The acid-catalyzed debutylation of the coupling dimers and hydrogenolytic debromination synthesized natural (+)-δ-viniferin (I) and unnatural (+)-isoquadrangularin A (II) with undetermined stereoisomer ratio.

Compounds in my other articles are similar to this one((S)-Butan-2-ol)Application In Synthesis of (S)-Butan-2-ol, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Gilissen, Pieter J.; Slootbeek, Annemiek D.; Ouyang, Jiangkun; Vanthuyne, Nicolas; Bakker, Rob; Elemans, Johannes A. A. W.; Nolte, Roeland J. M. published the article 《Enantioselective synthesis of chiral porphyrin macrocyclic hosts and kinetic enantiorecognition of viologen guests》. Keywords: chiral porphyrin preparation enantioselective kinetic enantiorecognition viologen guest.They researched the compound: (S)-Butan-2-ol( cas:4221-99-2 ).Related Products of 4221-99-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:4221-99-2) here.

The asym. synthesis of two enantiomeric C2-sym. porphyrin macrocyclic hosts (R,R,R,R)/(S,S,S,S)-I that thread and bind different viologen guests is described. Time-resolved fluorescence studies show that these hosts display a factor 3 kinetic preference (ΔΔGon = 3 kJ mol-1) for threading onto the different enantiomers of a viologen guest appended with bulky chiral 1-phenylethoxy termini. A smaller kinetic selectivity (ΔΔGon = 1 kJ mol-1) is observed for viologens equipped with small chiral sec-butoxy termini. Kinetic selectivity is absent when the C2-sym. hosts are threaded onto chiral viologens appended with chiral tails in which the chiral moieties are located in the centers of the chains, rather than at the chain termini. The reason is that the termini of the latter guests, which engage in the initial stages of the threading process (entron effect), cannot discriminate because they are achiral, in contrast to the chiral termini of the former guests. Finally, the experiments show that the threading and de-threading rates are balanced in such a way that the observed binding constants are highly similar for all the investigated host-guest complexes, i.e. there is no thermodn. selectivity.

Compounds in my other articles are similar to this one((S)-Butan-2-ol)Related Products of 4221-99-2, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《p-Mentha-1,5,8(9)-triene and its pyrolysis to dehydroocimene》. Authors are Alder, Kurt; Schumacher, Marianne.The article about the compound:(2-Methylthiazol-4-yl)methanolcas:76632-23-0,SMILESS:OCC1=CSC(C)=N1).Application of 76632-23-0. Through the article, more information about this compound (cas:76632-23-0) is conveyed.

LiAlH4 reduction of d(+)-carvone (I) gives 90% d-cis-carveol (II) which is dehydrated to p-mentha-1,5,8(9)-triene (III) whose structure is established, and which, on pyrolysis, gives 2,6-dimethyl-1,3,5,7-octatetraene (IV), called dehydroocimene. I (90 g.) in about 150 cc. ether added dropwise to 7.5 g. LiAlH4 in ether, warmed 1 hr., extracted with H2O then dilute H2SO4, and the ether layer evaporated and distilled gives carveol, b13 111-12°, which, distilled over KHSO4 in vacuo to 100° to remove volatile matter, leaves a residue which fractionated gives 60-5 g. III, b14 65-6.5°, nD20 1.4883, d20 0.8656, MR 44.69, λ 262 mμ (log ε 3.481). Ozonization of III in EtOAc gives CH2O in good yield. III with H and PtO2 takes up 6 H atoms/mole to give p-menthane, or warmed with 5% HCl in AcOH gives a quant. yield of p-cymene. III (6.5 g.) heated 15 hrs. in bomb with over 2 moles/mole III of di-Me acetylenedicarboxylate in 10 cc. PhMe at 140°, the product b0.04 90-120°, saponified and recrystallized from EtOAc gives the insoluble 3,6-dihydro-4-methyl-o-phthalic acid, m. 216°, and the soluble 4-methyl-o-phthalic acid, m. 159°, in equal amounts III adds to maleic anhydride in ether to give the adduct (V), m. 89-90°, whose hydrogenated derivative (VI), m. 91-2°, does not give CH2O on ozonization. V with 50% H2SO4 in dioxane 2-3 days gives a solution which extracted with ether gives the monolactone (VII), m. 184-5°; Me ester (VIII), m. 128-9°. Ozonization of VII in EtOAc gives acetone and an oxo acid, m. 215°; Me ester, m. 168°. VIII boiled with 10% NaOEt and the chief product lactonized with 50% H2SO4 in dioxane gives the dilactone (IX), m. 158°. The di-Me ester of V with 10% NaOEt gives a trans acid, m. 256°, whose dilactone, m. 164-5°, is not identical with IX. III (8 g.) refluxed 6-7 hrs. with 7 g. α-naphthoquinone in 15 cc. C6H6, the C6H6 removed, and the residue extracted with MeOH gives 80-90% adduct (X), m. 90-1°. Aeration of X in hot MeOH and alc. KOH gives an oil which boiled with EtOH gives 2-methylanthraquinone, m. 174-5°, and isoprene. Pyrolysis of III (105 g.) by distilling it at 12 mm. through a 75-cm. quartz tube at 520-40° at such a rate as to give one drop cracking product/sec. gives a hydrocarbon mixture which, redistilled in an N atm. at 36-72°/13 mm., gives mostly IV, nD20 1.4959, d20 0.8671, λ 303 mμ (log ε 3.934). IV is easily cyclized to p-cymene by distillation or by treatment with iodine in C6H6. IV (80 g.) in 100 cc. ether under N treated with 50 g. maleic anhydride 12 hrs. at room temperature, the unreacted IV removed by distillation, the residue taken up in Na2CO3 solution, extracted with ether, and acidified gives the ether-soluble adduct (XI), m. 191°. Ozonization of XI gives acetaldehyde while dehydrogenation of 2.5 g. XI with 0.8 g. S at 200° followed by extraction with Na2CO3 solution and acidification give 4,7-dimethylnaphthalene-1,2-dicarboxylic acid (XII), m. 213-14°; anhydride, m. 235-6°. Oxidation of 0.5 g. XII with 3 cc. HNO3 (d. 1.4) 16 hrs. at 140° in bomb followed by reaction with CH2N2 gives C6H(CO2Me)5, m. 147-8°. XI (1.2 g.) in CHCl3 with Br gives HBr and needles of C14H16O4Br2, m. 233°. Catalytic hydrogenation of XI in AcOH adds 1 mole H to give C14H20O4, m. 177-8°, which can be dehydrogenated by S to XII. Oxidation of XI by alk. KMnO4 gives a product of unknown constitution, C14H18O7, m. 282° (decomposition). IV (8 g.) refluxed 5-6 hrs. in C6H6 with 7 g. α-naphthoquinone, the C6H6 removed, and the residue recrystallized from MeOH gives a nearly quant. yield of adduct (XIII), needles, m. 115-16°. Dehydrogenation of XIII by air in 17% alc. KOH gives yellow needles of C20H16O2 (XIV), m. 145-6°. XIV is oxidized by HNO3 at 200° to give an acid which with CH2N2 gives tri-Me anthraquinone-1,2,3-tricarboxylate, m. 184-5°. Dehydrogenation of XIV by S at 190° gives 2′,3-dimethyl-1,2-benzanthraquinone (XV), m. 205°. XV is reduced by Zn and acetylated to C24H20O4, m. 175-6°, which is again oxidized by air in alc. KOH to XV. Addition of IV to di-Me acetylenedicarboxylate in C6H6, warming 3-4 hrs., and distilling give an ester, C16H18O4, m. 118-19°, whose saponification with alc. KOH gives an acid, m. 213-14°, which heated gives the anhydride, m. 197-8°, and which dehydrogenated with S and then boiled with acetic anhydrous gives 4,7-dimethylnaphthalene-1,2-dicarboxylic anhydride, m. 235-6°.

Compounds in my other articles are similar to this one((2-Methylthiazol-4-yl)methanol)Application of 76632-23-0, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Formula: C5H4BrN5O. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 8-Bromoguanine, is researched, Molecular C5H4BrN5O, CAS is 3066-84-0, about Kinetics and mechanism of plasmon-driven dehalogenation reaction of brominated purine nucleobases on Ag and Au. Author is Dutta, Anushree; Schuermann, Robin; Kogikoski, Sergio Jr.; Mueller, Niclas S.; Reich, Stephanie; Bald, Ilko.

Plasmon-driven photocatalysis is an emerging and promising application of noble metal nanoparticles (NPs). An understanding of the fundamental aspects of plasmon interaction with mols. and factors controlling their reaction rate in a heterogeneous system is of high importance. Therefore, the dehalogenation kinetics of 8-bromoguanine (BrGua) and 8-bromoadenine (BrAde) on aggregated surfaces of silver (Ag) and gold (Au) NPs have been studied to understand the reaction kinetics and the underlying reaction mechanism prevalent in heterogeneous reaction systems induced by plasmons monitored by surface enhanced Raman scattering (SERS). We conclude that the time-average constant concentration of hot electrons and the time scale of dissociation of transient neg. ions (TNI) are crucial in defining the reaction rate law based on a proposed kinetic model. An overall higher reaction rate of dehalogenation is observed on Ag compared with Au, which is explained by the favorable hot-hole scavenging by the reaction product and the byproduct. We therefore arrive at the conclusion that insufficient hole deactivation could retard the reaction rate significantly, marking itself as rate-determining step for the overall reaction. The wavelength dependency of the reaction rate normalized to absorbed optical power indicates the nonthermal nature of the plasmon-driven reaction. The study therefore lays a general approach toward understanding the kinetics and reaction mechanism of a plasmon-driven reaction in a heterogeneous system, and furthermore, it leads to a better understanding of the reactivity of brominated purine derivatives on Ag and Au, which could in the future be exploited, for example, in plasmon-assisted cancer therapy.

Compounds in my other articles are similar to this one(8-Bromoguanine)Formula: C5H4BrN5O, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Mechanism of the antagonistic action of xanthine derivatives against adenosine and coronary vasodilators, published in 1972, which mentions a compound: 1028-33-7, Name is 1-Hexyl-3,7-dimethyl-1H-purine-2,6(3H,7H)-dione, Molecular C13H20N4O2, SDS of cas: 1028-33-7.

The coronary dilating activity of adenosine (I) [58-61-7], dipyridamole (II) [58-32-2], and lidoflazine (III) [3416-26-0] in anesthetized dogs was inhibited by 1-substituted xanthines, e.g. caffeine (IV) [58-08-2] or theophylline (V) [58-55-9], provided the substituent was small and no substituent was present at the 7 position. The enhancement of the coronary dilating activity of I by II and III was not inhibited by IV or V. The suppression of I permeation through erythrocyte membranes caused by II or III was not reversed by V. The coronary vasodilation induced by carbocromene [804-10-4], which did not suppress the I permeation through erythrocyte membranes, was not influenced by IV or V, indicating a different mode of action.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Product Details of 51856-79-2. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: Methyl 2-(1-methyl-1H-pyrrol-2-yl)acetate, is researched, Molecular C8H11NO2, CAS is 51856-79-2, about Synthesis and antifungal activity of some new 1,2,4-triazole and furan containing compounds. Author is Shehata, Ihsan A..

Several new 1,2,4-triazole analogs attached to substituted Ph, pyrrole or furan 5-membered heterocycles were synthesized and screened for their antimicrobial activity. Bromination of Me 2-methylfuran-3-carboxylate, followed by ring closure with aniline, gave 5,6-dihydro-4-oxo-5-phenyl-4H-furo[2,3-c]pyrrole (I) in 55% yield (two steps). Compounds I and 3-(1-methyl-2-pyrrolylmethyl)-4-phenyl-5-(4-chlorophenylcarbamoylmethylthio)-1,2,4-triazole showed a prominent activity against C. albicans and S. cerevisiae.

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Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem