129599-85-5

Upstream product

• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 129704-65-0 (Z)-(R)-5-tert-Butoxycarbonylamino-4-fluoro-6-phenyl-hex-3-enoic acid 
• 129704-76-3 ((Z)-(R)-1-Benzyl-2-fluoro-5-hydroxy-pent-2-enyl)-carbamic acid tert-butyl ester 
• 129704-71-8 2,2,2-Trichloro-acetimidic acid (Z)-(R)-4-fluoro-6-phenyl-5-(2,2,2-trichloro-acetylamino)-hex-3-enyl ester 
• 132549-52-1 2,2,2-Trichloro-acetimidic acid (Z)-(S)-2-fluoro-4-phenyl-1-[2-(2,2,2-trichloro-acetimidoyloxy)-ethyl]-but-2-enyl ester 
• 129704-74-1 N-((Z)-(R)-1-Benzyl-2-fluoro-5-hydroxy-pent-2-enyl)-2,2,2-trichloro-acetamide 
• 129600-86-8 (Z)-(S)-4-Fluoro-3-hydroxy-6-phenyl-hex-4-enoic acid tert-butyl ester 
• 129704-72-9 (Z)-(S)-4-Fluoro-6-phenyl-hex-4-ene-1,3-diol 
• 955038-33-2 (E)-Ethyl-2-fluoro-4-phenyl-2-butenoate 
• 132584-55-5 (Z)-2-Fluoro-4-phenyl-but-2-enal 

Relevant academic research and scientific papers

Fluoroolefin dipeptide isosteres - II. Enantioselective synthesis of both antipodes of the Phe-Gly dipeptide mimic

The addition of optically active ester enolatas to α-fluoro-α,β-unsaturated aldehydes and formal SN2′ substitution of an allylic hydroxyl group thus formed by a trichloro-acetamido group via Overman rearrangement constitutes a new general route to fluoroofefin dipeptide isosteres in enantiomerically pure form. This methodology was applied for the preparation of both enantiomars of the Phe...(CF=CH)Gly dipeptide mimic which were further elongated to substance P analogues.