253608-35-4

Basic information

• Product Name: [N-(4-toluoylsulfonyl)-N-allyl]-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester
• Synonyms: [N-(4-toluoylsulfonyl)-N-allyl]-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester
• CAS NO: 253608-35-4
• Molecular Weight: 632.822
• Mol File: 253608-35-4.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: [N-(4-toluoylsulfonyl)-N-allyl]-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [N-(4-toluoylsulfonyl)-N-allyl]-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester(253608-35-4)
• EPA Substance Registry System: [N-(4-toluoylsulfonyl)-N-allyl]-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester(253608-35-4)

Safety Data

• Hazardous Substances Data: 253608-35-4(Hazardous Substances Data)

Upstream product

• 233591-88-3 N-(4-toluoylsulfonyl)-(S)-valinyl-(S)-prolinyl-(S)-leucinyl-allylglycine methyl ester 
• 12012-95-2 ?-allylpalladium chloride dimer 
• 1469-70-1 allyl ethyl carbonate 

Relevant articles and documents

A straightforward approach towards cyclic peptides via ring-closing metathesis - Scope and limitations

N- and C-terminal diallylated peptides are obtained by several approaches, such as peptide Claisen rearrangement, N- and O- allylation, and the Ugi reaction of allyl-protected components. These diallylated peptides are suitable substrates for ring-closing metathesis and the success of this cyclisation was investigated with respect to the ring size, the position of the allyl moieties and the reaction parameters. In general, excellent yields are obtained for cyclisation of allyl glycine subunits and N-allylated amides, while allyl esters and allyl carbamates often presented serious problems. However, yields of up to 73% were obtained under optimised conditions, and the new generated double bond is formed with excellent trans-selectivity.