Title:
重水素化C型肝炎プロテアーゼインヒビター
Document Type and Number:
Japanese Patent JP2009531315
Kind Code:
A
Abstract:
This invention relates to a process for preparing a compound of Formula 1
wherein:
the carbon atoms alpha and beta to the carboxy group are stereocenters;
R 1 is independently H, optionally substituted aliphatic, optionally substituted cycloaliphatic, optionally substituted arylaliphatic, optionally substituted heteroaliphatic or optionally substituted heteroarylaliphatic;
R' 1 is deuterium such that the deuterium enrichment is at least 50%;
R' 2 is -NHR 2 or -OE;
R 2 is H, optionally substituted aliphatic, optionally substituted cycloaliphatic, optionally substituted arylaliphatic, optionally substituted heteroaliphatic or optionally substituted heteroarylaliphatic; and
E is C 1-6 alkyl or benzyl;
wherein the process comprises the steps of:
a) forming a salt of a compound of Formula 1, and
b) crystallizing said salt to give a compound of greater than 55% enantiomeric excess.
Inventors:
ROBERT B. PERNI
Chen Min Chan
Jun Yang Chun
Raymond E Force Lund
Gerald Jay Tanoury
Yousuf Benani
Gregor Tulokarnik
Francois Marte
Chen Min Chan
Jun Yang Chun
Raymond E Force Lund
Gerald Jay Tanoury
Yousuf Benani
Gregor Tulokarnik
Francois Marte
Application Number:
JP2009500469A
Publication Date:
September 03, 2009
Filing Date:
March 14, 2007
Export Citation:
Assignee:
VERTEX PHARMACEUTICALS INCORPORATED
International Classes:
C07K7/06; A61K38/00; A61P31/14; A61P43/00; C07B57/00; C07B59/00; C07C231/18; C07C231/24; C07C237/04; C07D301/14; C07D303/46; C07K5/083
Domestic Patent References:
| JPS565217B1 | 1981-02-04 | |||
| JP2004517047A | 2004-06-10 |
Foreign References:
| WO2005028502A1 | 2005-03-31 | |||
| WO2005077969A2 | 2005-08-25 | |||
| WO2006026352A1 | 2006-03-09 | |||
| US6221335B1 | 2001-04-24 | |||
| US6603008B1 | 2003-08-05 |
Other References:
JPN5009002227; ＬＯＷＰＥＴＣＨ， Ｋ． ｅ ａｌ．: '"Ａ ｓｈｏｒｔ， ｖｅｒｓａｔｉｌｅ ｃｈｅｍｉｃａｌ ｓｙｎｔｈｅｓｉｓ ｏｆ Ｌ- ａｎｄ Ｄ-ａｍｉｎｏ ａｃｉｄｓ ｓｔｅｒｅｏｓｅｌｅｃｔｉｖｅｌｙ ｌａｂｅｌｌｅｄ ｓｏｌｅｌｙ ｉｎ' ＯＲＧＡＮＩＣ ＆ ＢＩＯＭＯＬＥＣＵＬＡＲ ＣＨＥＭＩＳＴＲＹ Ｖｏｌ．３， Ｎｏ．１８, 20050921, Ｐ．３３４８-３３５６
Attorney, Agent or Firm:
Mitsuo Tanaka
Takuji Yamada
Mitsutaka Iwasaki
Takuji Yamada
Mitsutaka Iwasaki