In 2022,Zeng, Zhenya; Zhang, Jiangbo; Jia, Miao; Wu, Bo; Cai, Xunzhi; Zhang, Xingsong; Feng, Yixiao; Ma, Youhong; Gao, Qingfu; Fei, Zonglei published an article in Organic Process Research & Development. The title of the article was 《Development of a Scalable Route with Efficient Stereoisomer Control to YZJ-1139, an Orexin Receptor Antagonist》.COA of Formula: C6H12O3 The author mentioned the following in the article:
An effort toward the synthesis and process development of the orexin receptor antagonist YZJ-1139 I was described in this article. I contains the azabicyclic nortropane structure with three chiral centers. By the original process, highly pure intermediates or API could be obtained by chromatog. with a relatively low yield. To remove the undesirable stereoisomers as early as possible, an N-(R)-α-phenethyl was synthesized by the Robinson-Schopf reaction and easily purified as its hydrochloride. The single crystal X-ray study was used to confirm the stereo configuration of I. The protecting group could be easily removed by transfer hydrogenation, resulting in an enantiomerically pure intermediate as its D-tartrate. The overall yield for preparing I was significantly increased, and this cost-efficient process might be promising in future com. productions. In the experimental materials used by the author, we found 2,5-Dimethoxytetrahydrofuran(cas: 696-59-3COA of Formula: C6H12O3)
2,5-Dimethoxytetrahydrofuran(cas: 696-59-3) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.COA of Formula: C6H12O3
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem