820212-19-9

Basic information

• Product Name: Uridine, 2',3'-bis(phenylmethyl carbonate)
• CAS NO: 820212-19-9
• Molecular Formula: C25H24N2O10
• Molecular Weight: 512.473
• Mol File: 820212-19-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Uridine, 2',3'-bis(phenylmethyl carbonate)(CAS DataBase Reference)
• NIST Chemistry Reference: Uridine, 2',3'-bis(phenylmethyl carbonate)(820212-19-9)
• EPA Substance Registry System: Uridine, 2',3'-bis(phenylmethyl carbonate)(820212-19-9)

Safety Data

• Hazardous Substances Data: 820212-19-9(Hazardous Substances Data)

Upstream product

• 1276668-48-4 2'-O-(2-trifluoromethyl-3,3,3-trifluoropropanoxymethyl)uridine 
• 1276668-47-3 2'-O-(2-Trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-5'-O-(4,4'-dimethoxytrityl)uridine 
• 1276668-46-2 2'-O-(2-Trifluoromethyl-3,3,3-trifluoropropanoxymethyl)-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 174497-93-9 2'-O-methylthiomethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)uridine 
• 1001067-06-6 benzyl 3-nitro-1H-1,2,4-triazole-1-carboxylate 
• 81246-79-9 5'-dimethoxytrityluridine 
• 1276668-59-7 5'-O-(4,4'-dimethoxytrityl)-2'-O-,3'-O-bis(benzyloxycarbonyl)uridine 
• 58-96-8 uridine 
• 87418-77-7 5'-O-(tert-butyldimethylsilyl)uridine 
• 501-53-1 benzyl chloroformate 
• 820212-22-4 5'-O-tert-butyldimethylsilyl-2',3'-O-bis(benzyloxycarbonyl)uridine 

Downstream Products

• 1315584-43-0 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]-2',3'-O-bis(benzyloxycarbonyl)uridine 
• 1315584-44-1 5'-O-[phenyl(ethoxy-L-alaninyl)phosphoryl]uridine 
• 3257-71-4 2',3'-O-(benzylidene)uridine 
• 5627-05-4 5,6-dihydrouridine 
• 58-96-8 uridine 

Relevant articles and documents

NOVEL PROTECTING GROUP FOR SYNTHESIZING RNA AND DERIVATIVE THEREOF

A protective group represented by the following general formula (I) (the oxygen atom attached with * represents oxygen atom of 2'-hydroxyl group of a ribonucleoside, a ribonucleotide or a derivative thereof, R1 and R2 both represent hydrogen atom, or represent a halogen atom, a C1-6 alkyl group, or a C1-6 halo-substituted alkyl group; R3 and R4 represent hydrogen atom, a halogen atom, a C1-6 alkyl group, or a C1-6 halo-substituted alkyl group; and R5 and R6 represent a halogen atom, a C1-6 halo-substituted alkyl group, cyano group, nitro group, or the like), which is stable under the reaction conditions of the nucleic acid synthetic cycles and has little steric hindrance, and can be removed under mild conditions using fluoride ions as a base.

Efficient synthesis of nucleoside aryloxy phosphoramidate prodrugs utilizing benzyloxycarbonyl protection

An efficient method for the synthesis of nucleoside phosphoramidates prodrugs (6a-f) has been developed that employs a simple protection/deprotection sequence of the nucleoside with benzyloxycarbonyl (Cbz). The coupling reaction of Cbz-protected derivativ

Facile deprotection of O-Cbz-protected nucleosides by hydrogenolysis: An alternative to O-benzyl ether-protected nucleosides

(Chemical Equation Presented) Because of side-reactions encountered during hydrogenolysis, benzyl ethers are usually not an effective protecting group for nucleosides. Benzyloxycarbamates provide an alternative to traditional benzyl ethers for protection of nucleoside hydroxyl groups, as they are much more labile to hydrogenolysis. Deprotection conditions using transfer hydrogenolysis are described that avoid the reduction of the pyrimidine nucleobase during deblocking of O-Cbz-protected nucleosides. Additionally, an experiment is described that suggests the nucleobase component of a nucleoside is responsible for the sluggish hydrogenolysis of nucleosides.