214280-01-0

Basic information

• Product Name: N-{9-[(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide
• Synonyms: N-{9-[(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide
• CAS NO: 214280-01-0
• Molecular Weight: 582.198
• Mol File: 214280-01-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-{9-[(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-{9-[(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide(214280-01-0)
• EPA Substance Registry System: N-{9-[(3S,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxy-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide(214280-01-0)

Safety Data

• Hazardous Substances Data: 214280-01-0(Hazardous Substances Data)

Upstream product

• 174833-54-6 (3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol 
• 7602-01-9 N-(6-chloro-7⁽⁹⁾H-purin-2-yl)-acetamide 
• 214279-95-5 N-{9-[(4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-6-chloro-9H-purin-2-yl}-acetamide 

Relevant articles and documents

Synthesis of novel iso-4-thionucleosides using the Mitsunobu reaction

A novel class of isomeric 4'-thionucleosides with the base moiety at the 2'-position was synthesized from D-glucose. The coupling of 1,4-anhydro-4- thioarabitol (13) with various nucleobases using the Mitsunobu reaction was investigated. With both purines and N3-benzoyluracils, the reaction predominantly gave β-isomers, suggesting that these were produced via an episulfonium intermediate. The β-anomers produced by the reaction of N3- benzoyluracils included both N- and O-alkylated derivatives. Interestingly, only the reaction of N3-benzoyluracil gave a mixture of N-alkylated adduct (20d) and O-alkylated bipyrimidinyl adduct (22), the structure of which was unambiguously determined by NMR spectroscopic data including HMBC and NOE. Deprotection of the Mitsunobu reaction products gave the desired iso-4'- thionucleosides.