Title:
PREPARATION METHOD FOR (1R,3S)-3-AMINO-1-CYCLOPENTANOL AND SALTS THEREOF
Document Type and Number:
WIPO Patent Application WO/2020/042841
Kind Code:
A1
Abstract:
A preparation method for (1R,3S)-3-amino-1-cyclopentanol and salts thereof, relating to the field of organic synthesis, wherein the (1R,3S)-3-amino-1-cyclopentanol undergoes an asymmetric cycloaddition reaction with cyclopentadiene by using a chiral source in an N-acylhydroxylamine compound as a chiral inducer, to build two chiral centers of a target product. The N-acylhydroxylamine compound can be obtained by means of a one-step ammonolysis reaction between a chiral hydroxy acid ester and hydroxylamine. The raw materials of this route are widely available, cheap and easy to get, and therefore, the costs of the raw materials can be effectively reduced. The preparation method features a reasonable route, simple operation and mild reaction conditions, and thus has high atom economy and low production costs. Moreover, said method has good stereoselectivity, and the product prepared thereby has high optical purity and stable quality, and thus is suitable for large-scale industrial production.
Inventors:
LIN WENQING (CN)
ZHENG HONGJIE (CN)
ZHU JIANPING (CN)
ZHANG YONG (CN)
WANG JIANCHONG (CN)
ZHENG HONGJIE (CN)
ZHU JIANPING (CN)
ZHANG YONG (CN)
WANG JIANCHONG (CN)
Application Number:
PCT/CN2019/097921
Publication Date:
March 05, 2020
Filing Date:
July 26, 2019
Export Citation:
Assignee:
PORTON PHARMA SOLUTIONS LTD (CN)
International Classes:
C07C213/00; C07C215/44; C07D261/20
Domestic Patent References:
| WO2018005328A1 | 2018-01-04 |
Foreign References:
| CN102633657A | 2012-08-15 |
Other References:
JUST GEORGE, CUTRONE LUIGI: "2, 3-0xazabicyclo[2.2.1]heptane", CANADIAN JOURNAL OF CHEMISTRY, vol. 54, no. 6, 31 December 1976 (1976-12-31), pages 867 - 870, XP009525434, DOI: 10.1139/v76-125
See also references of EP 3845518A4
See also references of EP 3845518A4
Attorney, Agent or Firm:
CHOFN INTELLECTUAL PROPERTY (CN)
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