Title:
METHOD FOR PREPARING CHIRAL Γ-SECONDARY AMINO ALCOHOL
Document Type and Number:
WIPO Patent Application WO/2016/045589
Kind Code:
A1
Abstract:
Disclosed is a method for preparing chiral γ-secondary amino alcohol. The method is characterized by comprising: adding into a solvent an acid addition salt, an alkali, a metal salt additive and a diphosphine-rhodium complex of β-secondary amino ketone represented by general formula (1), so as to carry out a reaction in a hydrogen atmosphere and obtain a chiral γ-secondary amino alcohol compound represented by general formula (2). In general formula (1) and general formula (2), Ar represents an aryl group having or not having a substituent group, R represents an alkyl group or an aralkyl group, and HY represents an acid. The synthesis scheme has a simple process, the metal salt additive remarkably improves the effect of a rhodium-catalyzed asymmetric hydrogenation technology, and accordingly, the reaction yield and the optical purity of a product are improved, the production process is simplified, production costs are reduced, and the synthesis scheme is highly suitable for mass industrial production.
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Inventors:
ZHANG WANBIN (CN)
ZHANG ZHENFENG (CN)
HU QIUPENG (CN)
ZHANG ZHENFENG (CN)
HU QIUPENG (CN)
Application Number:
PCT/CN2015/090359
Publication Date:
March 31, 2016
Filing Date:
September 23, 2015
Export Citation:
Assignee:
UNIV SHANGHAI JIAOTONG (CN)
NIPPON CHEMICAL IND (JP)
NIPPON CHEMICAL IND (JP)
International Classes:
C07B41/02; C07C29/145; C07C33/16; C07C33/22; C07C213/00; C07D307/42; C07D333/16; C07D333/20
Domestic Patent References:
| WO2006054644A1 | 2006-05-26 |
Foreign References:
| CN102000606A | 2011-04-06 |
Other References:
HU , QIUPENG ET AL.: "ZnC12-Promoted Asymmetric Hydrogenation of beta-Secondary-Amino Ketones Catalyzed by a P-Chiral Rh-Bisphosphine Complex", ANGEW. CHEM. INT. ED., vol. 54, no. 7, 29 December 2014 (2014-12-29), pages 2260 - 2264
LIU, DUAN ET AL.: "Practical Synthesis of Enantiopure gamma-Amino Alcohols by Rhodium-Catalyzed Asymmetric Hydrogenation of beta-Secondary-Amino Ketones", ANGEW. CHEM. INT. ED., vol. 44, no. 11, 3 February 2005 (2005-02-03), pages 1687 - 1689
LIU, DUAN ET AL.: "Practical Synthesis of Enantiopure gamma-Amino Alcohols by Rhodium-Catalyzed Asymmetric Hydrogenation of beta-Secondary-Amino Ketones", ANGEW. CHEM. INT. ED., vol. 44, no. 11, 3 February 2005 (2005-02-03), pages 1687 - 1689
Attorney, Agent or Firm:
SHANGCHENG & PARTNERS (CN)
北京尚诚知识产权代理有限公司 (CN)
北京尚诚知识产权代理有限公司 (CN)
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