206762-88-1

Basic information

• Product Name: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione
• Synonyms: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione
• CAS NO: 206762-88-1
• Molecular Weight: 694.899
• Mol File: 206762-88-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione(206762-88-1)
• EPA Substance Registry System: 3-Benzoyl-1-[(3S,4S,5R)-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione(206762-88-1)

Safety Data

• Hazardous Substances Data: 206762-88-1(Hazardous Substances Data)

Upstream product

• 174833-54-6 (3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-ol 
• 61251-77-2 3-benzoyl-5-fluorouracil 

Downstream Products

• 214280-10-1 1-[(3S,4S,5R)-4-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-thiophen-3-yl]-5-fluoro-1H-pyrimidine-2,4-dione 

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.