192314-87-7

Basic information

• Product Name: (2S,3S,4S,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-trityloxymethyl-tetrahydro-furan-3-carbonitrile
• CAS NO: 192314-87-7
• Molecular Weight: 494.55
• Mol File: 192314-87-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2S,3S,4S,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-trityloxymethyl-tetrahydro-furan-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3S,4S,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-trityloxymethyl-tetrahydro-furan-3-carbonitrile(192314-87-7)
• EPA Substance Registry System: (2S,3S,4S,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-2-trityloxymethyl-tetrahydro-furan-3-carbonitrile(192314-87-7)

Safety Data

• Hazardous Substances Data: 192314-87-7(Hazardous Substances Data)

Upstream product

• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 192314-86-6 4-Amino-1-((1S,2R,4R,5S)-4-trityloxymethyl-3,6-dioxa-bicyclo[3.1.0]hex-2-yl)-1H-pyrimidin-2-one 
• 76-83-5 trityl chloride 
• 31085-52-6 N₄-acetyl-5'-O-(triphenylmethyl)cytidine 
• 65-46-3 CYTIDINE 
• 3768-18-1 N-acetylcytidine 
• 5804-85-3 diethylaluminium cyanide 
• 22596-01-6 5'-O-(triphenylmethyl)cytidine 

Downstream Products

• 192314-88-8 (2S,5R)-5-(4-Amino-2-oxo-2H-pyrimidin-1-yl)-2-trityloxymethyl-2,5-dihydro-furan-3-carbonitrile 

Relevant articles and documents

Synthesis of 2',3'-dideoxy-3'-hydroxymethylcytidine; A unique antiviral nucleoside

The synthesis of 2',3'-dideoxy-3'-hydroxymethylcytidine 1 was accomplished using two different approaches. First, uridine and cytidine were used to prepare the key intermediate epoxides 15 and 31 which were opened with cyanide, deoxygenated by elimination to vinyl nitriles 17 and 36, and reduced by 1,4 hydride addition to the saturated nitriles 18 and 37. Secondly, a novel Rh-catalyzed hydroformylation reaction of 2',3'-didehydro-2',3'-dideoxycytidine 46 was used to prepare 1 in four steps. The attempted use of 2'-deoxyuridine and 2'-deoxycytidine to prepare 1 is also discussed.