Title:
AHU-377 INTERMEDIATES AND METHOD FOR PREPARING AHU-377 AND AHU-377 INTERMEDIATES
Document Type and Number:
WIPO Patent Application WO/2016/180275
Kind Code:
A1
Abstract:
Disclosed are AHU-377 intermediates and a method for preparing AHU-377 and AHU-377 intermediates. The above-mentioned method for preparing AHU-377 uses a chiral glycidyl benzyl ether as the starting raw material. Intermediate compound (3) is produced by an addition reaction with a biphenyl Grignard reagent and a Mitsunobu reaction with a succimide or a phthalimide. Intermediate compound (4) is obtained after the benzyl protection has been removed. Intermediate compound (4) is oxidised to form an aldehyde, and then is reacted with a phosphorus ylide reagent to obtain target intermediate compound (8). Intermediate (9) is obtained under a selective catalytic hydrogenation condition. Target compound (10), i.e. AHU-377, is obtained by the hydrolysis of the single amide bond. The use of an expensive non-natural amino acid raw material tyrosine can be avoided in the method of the present application, and the method has a convenient operation and high safety.
Inventors:
WANG PENG (CN)
LI PIXU (CN)
GU XIANGYONG (CN)
LI PIXU (CN)
GU XIANGYONG (CN)
Application Number:
PCT/CN2016/081244
Publication Date:
November 17, 2016
Filing Date:
May 06, 2016
Export Citation:
Assignee:
SUZHOU PENGXU PHARMATECH CO LTD (CN)
International Classes:
C07C233/47; C07C41/30; C07C43/178; C07C231/08; C07C269/04; C07C271/16; C07D207/404
Domestic Patent References:
| WO2014032627A1 | 2014-03-06 |
Foreign References:
| CN104230865A | 2014-12-24 | |||
| CN101631765A | 2010-01-20 | |||
| CN101516831A | 2009-08-26 |
Attorney, Agent or Firm:
SUZHOU CREATOR PATENT & TRADEMARK AGENCY LTD. (CN)
苏州创元专利商标事务所有限公司 (CN)
苏州创元专利商标事务所有限公司 (CN)
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