An improved synthesis of chiral α-(4-bromobenzyl)alanine ethyl ester and its application to the synthesis of LFA-1 antagonist BIRT-377

被引:28
作者
Kapadia, SR [1 ]
Spero, DM [1 ]
Eriksson, M [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA
关键词
D O I
10.1021/jo0013913
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[No abstract available]
引用
收藏
页码:1903 / 1905
页数:3
相关论文
共 12 条
[1]   ENANTIOSPECIFIC CONVERSION OF (S)-ALANINE TO (R)-ALPHA-METHYL PHENYLALANINE [J].
ALONSO, F ;
DAVIES, SG .
TETRAHEDRON-ASYMMETRY, 1995, 6 (02) :353-356
[2]   DESIGN AND SYNTHESIS OF A CONFORMATIONALLY RESTRICTED CYSTEINE PROTEASE INHIBITOR [J].
CHENG, HM ;
KEITZ, P ;
JONES, JB .
JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (25) :7671-7676
[3]   ALPHA-ALKYLATION OF ACYCLIC AMINO-ACIDS WITH SELF-REPRODUCTION OF THE CENTER OF CHIRALITY - A NEW ROUTE TO (S)-(+)-ALPHA-ALKYLATED ASPARTIC ACIDS [J].
FADEL, A ;
SALAUN, J .
TETRAHEDRON LETTERS, 1987, 28 (20) :2243-2246
[4]   ENANTIORETENTIVE ALKYLATION OF ACYCLIC AMINO-ACIDS [J].
KARADY, S ;
AMATO, JS ;
WEINSTOCK, LM .
TETRAHEDRON LETTERS, 1984, 25 (39) :4337-4340
[5]  
Kelly TA, 1999, J IMMUNOL, V163, P5173
[6]  
MICHEEL F, 1959, CHEM BER, P1675
[7]  
MUTTER M, 1991, HELV CHIM HELV, P800
[9]   Self-regeneration of stereocenters (SRS) - Applications, limitations, and abandonment of a synthetic principle [J].
Seebach, D ;
Sting, AR ;
Hoffmann, M .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1996, 35 (23-24) :2708-2748
[10]  
Seebach D, 1986, MODERN SYNTHETIC MET, V4, P125