Title:
PREPARATION METHOD FOR HEXAHYDROFURO-FURAN-OL DERIVATIVE, AND INTERMEDIATE OF DERIVATIVE AND PREPARATION METHOD THEREFOR
Document Type and Number:
WIPO Patent Application WO/2019/196262
Kind Code:
A1
Abstract:
The present invention relates to the field of pharmaceutical synthesis, and in particularly relates to a preparation method for a hexahydrofuro-furan-ol derivative, and an intermediate of the derivative and a preparation method therefor. A dicarbonyl compound or a compound represented by formula DO is used as a starting material in the preparation method, wherein X1 and X2 are halogen or alkoxy identically or differently, or are constructed into a ring. In the preparation process for the hexahydrofuro-furan-ol derivative, an enzymic method is used to construct chirality; and such a technical means can prepare products with very high optical purity. The preparation method can commercialize and prepare a key intermediate (3R, 3aS, 6aR)-hexahydrofuro[2, 3-b]-3-ol of darunavir, which is a very economic way suitable for industrial production.
Inventors:
GAO ZHAOBO (CN)
CHEN JIANHUA (CN)
WAN ZHIDONG (CN)
HE DAWEI (CN)
ZHOU ZENGLE (CN)
MA XIAODONG (CN)
XIANG WEI (CN)
LIN JINGXIN (CN)
MEI YIJIANG (CN)
CHEN JIANHUA (CN)
WAN ZHIDONG (CN)
HE DAWEI (CN)
ZHOU ZENGLE (CN)
MA XIAODONG (CN)
XIANG WEI (CN)
LIN JINGXIN (CN)
MEI YIJIANG (CN)
Application Number:
PCT/CN2018/097736
Publication Date:
October 17, 2019
Filing Date:
July 30, 2018
Export Citation:
Assignee:
JIANGSU RUIKE MEDICAL SCIENCE AND TECH CO LTD (CN)
International Classes:
C07C235/80; C07C235/16; C07D209/42; C07D213/79; C07D241/24; C07D309/30; C07D493/04; C12P13/00; C12P17/00
Foreign References:
| US4720572A | 1988-01-19 | |||
| CN101941941A | 2011-01-12 | |||
| US20110251289A1 | 2011-10-13 | |||
| CN1753898A | 2006-03-29 | |||
| CN104520262A | 2015-04-15 |
Other References:
SADAGOPAN RAGHAVAN ET AL: "A Stereoselective Synthesis of the Carbon Backbone of Phoslactomycin B", EUR. J. ORG. CHEM., vol. 2017, no. 20, 26 May 2017 (2017-05-26), XP055642628, ISSN: 1434-193X, DOI: 10.1002/ejoc.201700379
YANKE LIANG ET AL: "Access to Oxetane-Containing psico-Nucleosides from 2-Me- thyleneoxetanes: A Role for Neighboring Group Participation", J. ORG. CHEM., vol. 76, no. 24, 26 October 2011 (2011-10-26), pages 9962 - 9974, XP055642644, ISSN: 0022-3263, DOI: 10.1021/jo201565h
YUMI HAYASHI: "Research and Development of an Efficient Synthesis of a Key Building Block for Anti-AIDS Drugs by Diphenylprolinol-Catalyzed Enantio- and Diastereoselective Direct Cross Aldol Reaction", ORG. PROCESS RES. DEV., vol. 20, no. 9, 15 August 2016 (2016-08-15), pages 1615 - 1620, XP055642647, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.6b00178
YANKE LIANG ET AL: "Access to Oxetane-Containing psico-Nucleosides from 2-Me- thyleneoxetanes: A Role for Neighboring Group Participation", J. ORG. CHEM., vol. 76, no. 24, 26 October 2011 (2011-10-26), pages 9962 - 9974, XP055642644, ISSN: 0022-3263, DOI: 10.1021/jo201565h
YUMI HAYASHI: "Research and Development of an Efficient Synthesis of a Key Building Block for Anti-AIDS Drugs by Diphenylprolinol-Catalyzed Enantio- and Diastereoselective Direct Cross Aldol Reaction", ORG. PROCESS RES. DEV., vol. 20, no. 9, 15 August 2016 (2016-08-15), pages 1615 - 1620, XP055642647, ISSN: 1083-6160, DOI: 10.1021/acs.oprd.6b00178
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