Title:
METHOD FOR BIOLOGICALLY PREPARING (1R,2S)-2-(3,4-DIFLUOROPHENYL)CYCLOPROPANAMINE D-MANDELATE (I)
Document Type and Number:
WIPO Patent Application WO/2018/090929
Kind Code:
A1
Abstract:
Provided is a method for biologically preparing (1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine D-mandelate (I), comprising: (a) performing an asymmetric reduction reaction with a compound of formula (VI) as a substrate in the presence of a coenzyme under the catalysis of a carbonyl reductase in a liquid reaction system, so as to form a compound of formula (V); (b) reacting the compound of formula (V) with triethyl phosphonoacetate to obtain a compound of formula (IV); and (c) subjecting the compound of formula (IV) to ammonolysis and Hofmann degradation, and then salt formation with D-mandelic acid to obtain a compound of formula (I). The reaction system comprises: (i) an aqueous solvent; (ii) a substrate, which is a compound of formula (VI); (iii) a coenzyme; (iv) a carbonyl reductase; (v) a cosubstrate; and (vi) an enzyme for the regeneration of the coenzyme.
More Like This:
Inventors:
ZHANG FULI (CN)
NI GUOWEI (CN)
CHEN SHAOXIN (CN)
JU DIANWEN (CN)
TANG JIAWEI (CN)
TAN ZHIMIN (CN)
ZOU JIE (CN)
GUO XIANG (CN)
WANG ZHENGWEN (CN)
NI GUOWEI (CN)
CHEN SHAOXIN (CN)
JU DIANWEN (CN)
TANG JIAWEI (CN)
TAN ZHIMIN (CN)
ZOU JIE (CN)
GUO XIANG (CN)
WANG ZHENGWEN (CN)
Application Number:
PCT/CN2017/111094
Publication Date:
May 24, 2018
Filing Date:
November 15, 2017
Export Citation:
Assignee:
CHINA STATE INST PHARM IND (CN)
SHANGHAI INST PHARMACEUTICAL IND (CN)
SHANGHAI INST PHARMACEUTICAL IND (CN)
International Classes:
C12P7/22; C07C29/143; C07C33/46; C07C51/41; C07C59/50; C07C209/58; C07C209/62; C07C209/68; C07C211/40; C07C231/02; C07C233/58
Foreign References:
| CN105671099A | 2016-06-15 | |||
| CN104974017A | 2015-10-14 | |||
| CN106701840A | 2017-05-24 |
Other References:
YU TAO: "Double-enzyme coupled asymmetric reduction to (R)-2-chloro-1-(3-chloropheny)ethanol.", CHINA MASTER'S THESES, no. 12, 15 December 2015 (2015-12-15), pages 4 - 7
DATABASE Protein 12 March 2013 (2013-03-12), KENTARO, I.: "short-chain dehydrogenase/reductase SDR [Microbacterium luteolum]", XP055605707, Database accession no. BAM76232
DATABASE GenBank 12 March 2013 (2013-03-12), KKENTARO, I.: "Microbacterium luteolum qnr gene for short-chain dehydrogenase/reductase SDR, complete cds", XP055605711, retrieved from NCBI Database accession no. AB733448
DATABASE Nucleotide 4 November 2005 (2005-11-04), KOUSUKE, I.: "Leifsonia sp. S749 lsadh gene for short chain alcohol dehydrogenase, complete cds", XP055605716, retrieved from NCBI Database accession no. AB213459
DATABASE Protein 12 March 2013 (2013-03-12), KENTARO, I.: "short-chain dehydrogenase/reductase SDR [Microbacterium luteolum]", XP055605707, Database accession no. BAM76232
DATABASE GenBank 12 March 2013 (2013-03-12), KKENTARO, I.: "Microbacterium luteolum qnr gene for short-chain dehydrogenase/reductase SDR, complete cds", XP055605711, retrieved from NCBI Database accession no. AB733448
DATABASE Nucleotide 4 November 2005 (2005-11-04), KOUSUKE, I.: "Leifsonia sp. S749 lsadh gene for short chain alcohol dehydrogenase, complete cds", XP055605716, retrieved from NCBI Database accession no. AB213459
Attorney, Agent or Firm:
XU & PARTNERS,LLC. (CN)
Download PDF: