289658-76-0

Basic information

• Product Name: diethyl 1-(N-benzyloxycarbonyl-L-prolyl)aminoethylphosphonate
• CAS NO: 289658-76-0
• Molecular Weight: 412.423
• Mol File: 289658-76-0.mol

Chemical Properties

• CAS DataBase Reference: diethyl 1-(N-benzyloxycarbonyl-L-prolyl)aminoethylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 1-(N-benzyloxycarbonyl-L-prolyl)aminoethylphosphonate(289658-76-0)
• EPA Substance Registry System: diethyl 1-(N-benzyloxycarbonyl-L-prolyl)aminoethylphosphonate(289658-76-0)

Safety Data

• Hazardous Substances Data: 289658-76-0(Hazardous Substances Data)

Upstream product

• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 17986-29-7 diethyl 1-azido-1-ethylphosphonate 
• 54788-35-1 diethyl 1-aminoethylphosphonate 
• 541-41-3 chloroformic acid ethyl ester 

Relevant articles and documents

A new synthesis of protected phosphonodipeptides with an N-terminal amino acid

A new simple protocol for the direct synthesis of phosphonodipeptides from N-protected amino acids, diethyl 1-azidoalkylphosphonates and tertiary alkyl phosphine (Bu3P, Me3P) was developed. The method is general and the coupling occurred with good yield (42-97%). Depending on the phosphine used and/or mechanism operating during the condensation, the reaction can be accomplished at room temperature, or on heating in toluene. (C) 2000 Elsevier Science Ltd.

MIXED CARBOXYLIC - CARBONIC ANHYDRIDE METHOD IN PHOSPHONO PEPTIDE SYNTHESIS

Factors influencing the reaction yields and formation of the side products during coupling of N-carbobenzoxyamino acids with dialkyl or diphenyl aminoalkylphosphonates, by means of mixed anhydryde procedure, were evaluated.The recommended procedure, arising from these studies, involves the use of chloroform/ethyl chloroformate/triethylamine system and delicate warming of the reaction mixture during the coupling step.