An improved synthesis of chiral alpha-(4-bromobenzyl)alanine ethyl ester and its application to the synthesis of LFA-1 antagonist BIRT-377.
Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals, Inc., 900 Ridgebury Road, P.O. Box 368, Ridgefield, CT 06877, USA. skapadia@rdg.boehringer-ingelheim.com
S R
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Kapadia
D M
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Spero
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M
Eriksson
D000409:Alanine / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D048289:Imidazolidines; D016169:Lymphocyte Function-Associated Antigen-1 / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D013237:Stereoisomerism
C429106:(4-bromobenzyl)alanine ethyl ester; C400461:BIRT 377; D004952:Esters; D007093:Imidazoles; D048289:Imidazolidines; D016169:Lymphocyte Function-Associated Antigen-1; D000409:Alanine