Self-regeneration of stereocenters: A practical enantiospecific synthesis of LFA-1 antagonist BIRT-377

Organic Letters

Volumn 2, Issue 18, 2000, Pages 2781-2783

  Yee, Nathan K ^a  

^a BOEHRINGER INGELHEIM PHARMACEUTICALS INC   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

BIRT 377; IMIDAZOLE DERIVATIVE; IMIDAZOLIDINE DERIVATIVE; IMMUNOSUPPRESSIVE AGENT; LYMPHOCYTE FUNCTION ASSOCIATED ANTIGEN 1;

ARTICLE; METABOLISM; STEREOISOMERISM; SYNTHESIS;

IMIDAZOLES; IMIDAZOLIDINES; IMMUNOSUPPRESSIVE AGENTS; LYMPHOCYTE FUNCTION-ASSOCIATED ANTIGEN-1; STEREOISOMERISM;

EID: 0034618288     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol000147v     Document Type: Article

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16. 4Cl at the same temperature. The trans/cis stereochemistry was determined by NOESY experiment. The chemical shifts for the N,N-acetal methine protons at the C-3 position in trans and cis 8 are characteristically different: δ 6.39 ppm (for trans isomer); δ 6.20 ppm (for cis isomer).