1315584-43-0

Basic information

• Product Name: 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine
• Synonyms: 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine
• CAS NO: 1315584-43-0
• Molecular Weight: 767.683
• Mol File: 1315584-43-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine(1315584-43-0)
• EPA Substance Registry System: 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine(1315584-43-0)

Safety Data

• Hazardous Substances Data: 1315584-43-0(Hazardous Substances Data)

Upstream product

• 87418-77-7 5'-O-(tert-butyldimethylsilyl)uridine 
• 58-96-8 uridine 
• 820212-22-4 5'-O-tert-butyldimethylsilyl-2',3'-O-bis(benzyloxycarbonyl)uridine 
• 820212-19-9 2′,3′-O-bis-(benzyloxycarbonyl)uridine 
• 245078-14-2 (2S)-ethyl 2-(chloro(phenoxy)phosphorylamino)propanoate 

Downstream Products

• 1315584-44-1 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]uridine 

Relevant articles and documents

Efficient synthesis of exo-N-carbamoyl nucleosides: Application to the synthesis of phosphoramidate prodrugs

An efficient protection protocol for the 6-exo-amino group of purine nucleosides with various chloroformates was developed utilizing N-methylimidazole (NMI). The reaction of an exo-N6-group of adenosine analogue 1 with alkyl/and aryl chloroformates under optimized conditions provided the N6-carbamoyl adenosines (2a-j) in good to excellent yields. The reaction of N6-Cbz-protected nucleosides (5a-c) with phenyl phosphoryl chloride (7) using t-BuMgCl followed by catalytic hydrogenation afforded the corresponding phosphoramidate pronucleotides (8a-c) in excellent yield.