387823-63-4

Basic information

• Product Name: N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester
• Synonyms: N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester
• CAS NO: 387823-63-4
• Molecular Weight: 458.598
• Mol File: 387823-63-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester(387823-63-4)
• EPA Substance Registry System: N-[2-allyl-N-(tert-butoxycarbonyl)-L-prolyl]-D-leucine benzyl ester(387823-63-4)

Safety Data

• Hazardous Substances Data: 387823-63-4(Hazardous Substances Data)

Upstream product

• 17664-93-6 (R)-benzyl 2-amino-4-methylpentanoate p-toluenesulfonate salt 
• 144085-23-4 N-tert-butoxycarbonyl-L-α-allylproline 

Downstream Products

• 731807-54-8 N-[N-(tert-butoxycarbonyl)-2-(2-hydroxyethyl)-L-prolyl]-D-leucine benzyl ester 

Relevant articles and documents

Improved synthesis of a [4.4]-spirolactam β-turn mimetic as surrogate of the didemnin side chain dipeptide Pro-N-Me-D-Leu

An efficient synthesis of [4.4]-spirolactam restricted derivatives of the didemnin side chain dipeptide L-Pro-N-Me-D-Leu is described. This methodology involves: (a) peptide coupling of N-Boc-2-allylproline with D-Leu-OBn; (b) OsO4/NaIO4 mediated allyl oxidation and intramolecular cyclization to the corresponding cyclic hemiaminals; and (c) NaBH4 mediated reduction of an intermediate N-acyliminium ion. This synthetic strategy gave significant better results than the previously reported strategies for the synthesis of [4.4]-spirolactam β-turn mimetics.