Final Thoughts on Chemistry for (S)-3-Amino-gamma-butyrolactone hydrochloride

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(?)-Dehydroxymethylepoxyquinomicin ((?)-DHMEQ, 1) is a specific inhibitor of NF-kappaB. It binds to SH group in the specific cysteine residue of NF-kappaB components with its epoxide moiety to inhibit DNA binding. In the present research, we have designed and synthesized an epoxide-free analog called (S)-beta-salicyloylamino-alpha-exo-methylene-?-butyrolactone (SEMBL, 3). SEMBL inhibited DNA binding of NF-kappaB component p65 in vitro. It inhibited LPS-induced NF-kappaB activation, iNOS expression, and inflammatory cytokine secretions. It also inhibited NF-kappaB and cellular invasion in ovarian carcinoma ES-2 cells. Moreover, its stability in aqueous solution was greatly enhanced compared with (?)-DHMEQ. Thus, SEMBL has a potential to be a candidate for a new anti-inflammatory and anticancer agent.

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Reference:
Tetrahydrofuran – Wikipedia,
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Discovery of (S)-3-Amino-gamma-butyrolactone hydrochloride

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CRYSTALLINE FORMS OF A PYRROLIDONE DERIVATIVE USEFUL IN THE TREATMENT OF ALZHEIMER’S DISEASE AND PREPARATION THEREOF

The present invention provides processes to manufacture crystalline N-[(3S)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-5-oxo-pyrrolidin-3-yl]acetamide. Also disclosed are polymorphic forms of said compound as well as compounds useful as intermediates in the methods of the invention.

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Reference:
Tetrahydrofuran – Wikipedia,
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Final Thoughts on Chemistry for 117752-82-6

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Convenient synthesis of 3-(S)-amino-gamma-butyrolactone

An efficient two step conversion of N-t-Boc-L-aspartic acid beta-benzyl ester to enantiopure 3-(S)-amino-gamma-butyrolactone is described. In this route, chemoselective reduction of the alpha-carboxylic group in the starting material via a mixed anhydride with NaBH4 afforded the corresponding alcohol in 95% yield without any loss of the optical purity. Subsequent acidic hydrolysis of the N-protected beta-amino alcohol not only deprotected the amino group, but also produced the desired gamma-lactone in 98% yield with complete retention of the optical activity.

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Tetrahydrofuran – Wikipedia,
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Some scientific research about 117752-82-6

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Fibrinogen receptor antagonists

Fibrinogen receptor antagonists having the structure, for example, of STR1 for example STR2

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

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Synthesis of enantiomerically pure beta-amino-alpha-methylene-gamma-butyrolactones by way of ozonolysis of aromatic alpha-amino acids

The (R) and (S) isomers of beta-amino-alpha-methylene-gamma-butyrolactone hydrochloride (4-amino-dihydro-3-methylene-2(3H)-furanone hydrochloride) have been synthesized from (R)- and (S)-tryptophan, respectively.A key step is the ozonolysis of N,O-diacetyl-2-amino-3-(3′-indolyl)-1-propanol. (S)-beta-Amino-alpha-methylene-gamma-butyrolactone hydrochloride has been synthesized also by an analogous route starting with (S)-phenylalanine.

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Tetrahydrofuran – Wikipedia,
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