Publication number: 20210171485
Abstract: The invention relates to the field of pharmaceutical synthesis, in particular to the preparation method of hexahydrofuro-furanol derivative, intermediates thereof and preparation methods thereof. The preparation methods comprises the steps of halogenation reaction, acylation reaction, enzymatic reduction reaction, reaction with amine compounds, reduction ring closure reaction (A1, A2, B, Cp1, CL, Cf) wherein, R1, R2, R3 are hydrogen or hydroxy protecting groups; R4 and R5 are the same or different and are phenyl, alkyl or substituted phenyl. In the preparation process of hexahydrofuro-furanol derivatives, the chirality is constructed by enzymatic method, and the product can be prepared with very high optical purity by adopting such technical means. The preparation method can be used to prepare the key intermediate, (3R, 3aS, 6aR)-hexahydrofuro[2,3-b]-3-ol, of Darunavir, in commercial production, which is a very economical route suitable for industrial production.
Type:
Application
Filed:
July 30, 2018
Publication date:
June 10, 2021
Applicant:
Jiangsu Ruike Medical Science And Technology Co., Ltd.
Inventors:
Zhaobo GAO, Jianhua CHEN, Zhidong WAN, Dawei HE, Zengle ZHOU, Xiaodong MA, Wei XIANG, Jingxin LIN, Yijiang MEI
Publication number: 20210078941
Abstract: The invention belongs to the pharmaceutical manufacturing field, which relates to a novel process for the preparation of substituted phenylacetic acids derivatives, especially relates to the preparation of 2-(4-(2-oxocyclopentyl)phenyl)propanoic acid. The process for the preparation of the precursor form of loxoprofen which use 1,4-di-halobenzyl compounds or disubstituted benzyl compounds as starting material, is through the substitution reaction of cyclopentanone groups or its precursor compounds. Wherein X is halogen, L1 is a suitable leaving group selected from halogen, OH, OMs, OTs, OTf and the like; L2 is a suitable leaving group selected from halogen, CN, OH, —CH2OH, —CHO, CH3NO2, ester group, —NR4R5, OTf, OTs, OMs, —C?CR6, —C?CR7 and the like, wherein R4, R5, R6, R7 are short chain alkyl groups; Z is cyclopentanone group and its precursor form selected from and the like; R3 is short chain alkyl groups.
Type:
Application
Filed:
August 7, 2018
Publication date:
March 18, 2021
Applicant:
Jiangsu Ruike Medical Science And Technology Co., Ltd.
Inventors:
Jieping Li, Zhaobo Gao, Bing Chai, Hui Zheng, Shengmin Liu, Aqing Liu, Bibao Guo, Juncheng Zheng, Changfa Wang, Weiwei Lu