IMPROVED METHOD OF PRODUCING DIPEPTIDYL PEPTIDASE-IV INHIBITOR AND INTERMEDIATE COMPOUND Russian patent published in 2013 - IPC C07D203/16 C07D203/24 C07D241/08 C07C213/02 C07C219/18 

Abstract RU 2499792 C2

FIELD: chemistry.

SUBSTANCE: invention relates to an improved method of producing protected (R)-3-amino-4-(2,4,5-trifluorophenyl)butanoic acid of formula 2, as shown on dwg 1, and a dipeptidyl peptidase-IV inhibitor intermediate compound. The method involves: (step a) obtaining a compound of formula 6 by opening the epoxide ring in compound 5, using Grignard reagent; (step b) obtaining a compound of formula 7 by reacting the compound of formula 6 with sodium azide; (step c) obtaining a compound of formula 8 by reacting the compound of formula 7 with triphenyl phosphine and adding an amine protective group (PG); (step d) obtaining a compound of formula 9 by opening the aziridine ring in compound 8 using a cyanogens-based reagent; and (step e) obtaining a compound of formula 2 by hydrolysis of the compound of formula 9 using a base; [Reaction scheme 1] , where X denotes a halogen and PG denotes a protective group. Novel intermediate compounds are described.

EFFECT: improved method.

12 cl, 3 dwg, 4 ex

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RU 2 499 792 C2

Authors

Kwak Woo Young

Kim Heung Jae

Min Jong Pil

Yoon Tae Hyun

Yoo Moohi

Lim Geun Gho

Chang Sun Ki

Dates

2013-11-27Published

2010-03-30Filed