1025723-07-2

Basic information

• Product Name: methyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-6-phenyl-4-(trifluoromethyl)hex-3-enoate
• Synonyms: methyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-6-phenyl-4-(trifluoromethyl)hex-3-enoate
• CAS NO: 1025723-07-2
• Molecular Weight: 387.399
• Mol File: 1025723-07-2.mol

Chemical Properties

• CAS DataBase Reference: methyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-6-phenyl-4-(trifluoromethyl)hex-3-enoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-6-phenyl-4-(trifluoromethyl)hex-3-enoate(1025723-07-2)
• EPA Substance Registry System: methyl (5S,3Z)-5-[N-(tert-butoxycarbonyl)amino]-6-phenyl-4-(trifluoromethyl)hex-3-enoate(1025723-07-2)

Safety Data

• Hazardous Substances Data: 1025723-07-2(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 1025722-70-6 (4S,2Z)-4-[N-(tert-butoxycarbonyl)amino]-5-phenyl-3-(trifluoromethyl)pent-2-enyl methyl carbonate 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Efficient synthesis of trifluoromethyl and related trisubstituted alkene dipeptide isosteres by palladium-catalyzed carbonylation of amino acid derived allylic carbonates

(Chemical Equation Presented) A novel stereoselective synthetic approach to (Z)-trifluoromethylalkene dipeptide isosteres (CF3-ADIs) is described. Starting from readily available N-Boc-L-phenylalanine, Phe-Gly type CF3-ADIs were obtained through palladium-catalyzed carbonylation of allylic carbonates under CO. While the reaction of N-Boc derivatives proceeds in excellent yields but lower stereoselectivity (E:Z = 62:38-43:57), the reaction of the N,N-diBoc derivative exclusively affords the desired (Z)-isomer in 61% yield. We also present a highly stereoselective synthesis of several Phe-Gly type trisubstituted alkene dipeptide isosteres by palladium-catalyzed carbonylation.