445396-25-8

Basic information

• Product Name: N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline
• Synonyms: N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline
• CAS NO: 445396-25-8
• Molecular Weight: 497.591
• Mol File: 445396-25-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline(CAS DataBase Reference)
• NIST Chemistry Reference: N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline(445396-25-8)
• EPA Substance Registry System: N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-methylvaline(445396-25-8)

Safety Data

• Hazardous Substances Data: 445396-25-8(Hazardous Substances Data)

Upstream product

• 445396-14-5 methyl (S)-N-methyl-N-(2-methylpropanethioyl)valinate 
• 445396-16-7 methyl (S)-N-(2,2-dimethyl-2H-azirin-3-yl)-N-methylvalinate 
• 445396-09-8 methyl (S)-N-methyl-N-(2-methylpropanoyl)valinate 
• 3339-44-4 methyl N-methyl-L-valinate hydrochloride 
• 2480-23-1 N-methyl-L-valine 
• 445396-20-3 methyl N-[(benzyloxy)carbonyl]-(S)-phenylalanyl-dimethylglycyl-(S)-N-methylvalinate 

Relevant articles and documents

Synthesis and use of 2H-azirin-3-amines as dipeptide synthons

The synthesis of the new 2H-azirin-3-amines ('3-amino-2H-azirines') 11, 20, 28, and 33 as dipeptide synthons is described. The reactions of the starting amides with Lawesson reagent gave the corresponding thioamides, and consecutive treatment with COCl2, 1,4-diazabicyclo[2.2.2]octane (DABCO), and NaN3 led to the desired products. It is shown that these 2H-azirin-3-amines can conveniently be used as building blocks of the dipeptides Aib-(Me)Axx (Axx=alanine, valine), Aib-Homoproline, and Iva-Pro in the synthesis of several model peptides. However, some limitations apply for the synthesis of such 2H-azirin-3-amines. The starting material for the azirine synthesis, the corresponding thioamides, cannot generally be synthesized, and the 2H-azirin-3-amines could not be obtained in all cases from the thioamides prepared.