Title:
COMPOUND AND USE THEREOF IN SYNTHESIS OF BRIVARACETAM INTERMEDIATE AND CRUDE DRUG
Document Type and Number:
WIPO Patent Application WO/2019/242692
Kind Code:
A1
Abstract:
The present application provides a compound in formula III, and further provides a use of the compound in the synthesis of a Brivaracetam intermediate and a crude drug, and a synthesis method. A raw material involved in the method of the present application is low in costs and easily available; (R)-4-propyl-dihydrofuran-2-ketone having high optical purity can be prepared; complicated separation and purification steps are avoided; costs are reduced, and the method is more applicable to industrial production.
Inventors:
FENG YAN (CN)
WANG RUYONG (CN)
YE YIZHANG (CN)
ZHANG FENGSEN (CN)
GONG XUAN (CN)
WANG ZHONGHONG (CN)
KANG XINSHAN (CN)
WANG RUYONG (CN)
YE YIZHANG (CN)
ZHANG FENGSEN (CN)
GONG XUAN (CN)
WANG ZHONGHONG (CN)
KANG XINSHAN (CN)
Application Number:
PCT/CN2019/092105
Publication Date:
December 26, 2019
Filing Date:
June 20, 2019
Export Citation:
Assignee:
FUJIAN HAIXI PHARMACEUTICALS CO LTD (CN)
KANG XINSHAN (CN)
KANG XINSHAN (CN)
International Classes:
C07D307/33; C07D207/27; C07D307/93
Domestic Patent References:
| WO2016191435A1 | 2016-12-01 |
Foreign References:
| CN105646319A | 2016-06-08 | |||
| CN106279074A | 2017-01-04 | |||
| CN201810651559A | 2018-06-22 | |||
| CN105646319A | 2016-06-08 | |||
| CN105801530A | 2016-07-27 | |||
| CN105837535A | 2016-08-10 | |||
| CN106008411A | 2016-10-12 |
Other References:
KAZUTA, Y. ET AL.: "Development of Versatile cis- and trans-Dicarbon-Substituted Chiral Cyclopropane Units: Synthesis of ( IS , 2R)- and (1R, 2R)-2-Aminomethyl-l-(lH-Imidazol-4- yl)Cyclopropanes and Their Enantiomers as Conformationally Restricted Analogues of Histamine", JOURNAL OF ORGANIC CHEMISTRY, vol. 67, no. 5, 1 February 2002 (2002-02-01), pages 1669 - 1677, XP055665372, ISSN: 0022-3263
RODRIGUEZ, C.M. ET AL.: "Stereoselective Synthesis of Highly Substituted gamma-Lactones and Butenolides by Intramolecular Michael Addition of Enantiomerically Enriched gamma- [(Phenylthio)acyl]oxy a, beta-Unsaturated Esters", JOURNAL OF ORGANIC CHEMISTRY, vol. 59, no. 16, 31 December 1994 (1994-12-31), pages 4461 - 4472, XP055665375, ISSN: 0022-3263
SON, J.B. ET AL.: "Enantioselective Total Synthesis of (-)-Clavosolide A and B", BULL. KOREAN CHEM. SOC., vol. 31, no. 3, 31 December 2010 (2010-12-31), pages 653 - 663, XP055665378, ISSN: 0253-2964
ROBIN, S. ET AL.: "Microbiological Reduction of Keto-Sulfones. Application in a Three-Step Synthesis of (S)-(+)-(3-Angelica Lactone", TETRAHEDRON : ASYMMETRY, vol. 4, no. 2, 31 December 1993 (1993-12-31), pages 239 - 246, XP055665382, ISSN: 0957-4166
ORG. PROCESS RES. DEV., vol. 20, 2016, pages 1566 - 1575
RODRIGUEZ, C.M. ET AL.: "Stereoselective Synthesis of Highly Substituted gamma-Lactones and Butenolides by Intramolecular Michael Addition of Enantiomerically Enriched gamma- [(Phenylthio)acyl]oxy a, beta-Unsaturated Esters", JOURNAL OF ORGANIC CHEMISTRY, vol. 59, no. 16, 31 December 1994 (1994-12-31), pages 4461 - 4472, XP055665375, ISSN: 0022-3263
SON, J.B. ET AL.: "Enantioselective Total Synthesis of (-)-Clavosolide A and B", BULL. KOREAN CHEM. SOC., vol. 31, no. 3, 31 December 2010 (2010-12-31), pages 653 - 663, XP055665378, ISSN: 0253-2964
ROBIN, S. ET AL.: "Microbiological Reduction of Keto-Sulfones. Application in a Three-Step Synthesis of (S)-(+)-(3-Angelica Lactone", TETRAHEDRON : ASYMMETRY, vol. 4, no. 2, 31 December 1993 (1993-12-31), pages 239 - 246, XP055665382, ISSN: 0957-4166
ORG. PROCESS RES. DEV., vol. 20, 2016, pages 1566 - 1575
Attorney, Agent or Firm:
BEIJING EASY JOY SOON IP AGENT LTD. (CN)
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