76700-79-3

Basic information

• Product Name: Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester
• Synonyms: Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester
• CAS NO: 76700-79-3
• Molecular Weight: 542.841
• Mol File: 76700-79-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester(76700-79-3)
• EPA Substance Registry System: Thiocarbonic acid O-phenyl ester O-((2R,3R,3aR,9aR)-5,5,7,7-tetraisopropyl-2-methoxy-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl) ester(76700-79-3)

Safety Data

• Hazardous Substances Data: 76700-79-3(Hazardous Substances Data)

Upstream product

• 76700-76-0 (6aR,8R,9R,9aS)-2,2,4,4-tetraisopropyl-8-methoxytetrahydro-6H-furo[3,2- f][1,3,5,2,4]trioxadisilocin-9-ol 
• 1005-56-7 phenylcarbonochloridothioate 
• 7473-45-2 1-O-methyl-D-ribofuranose 
• 108-95-2 phenol 
• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 18043-71-5 1,1,3,3-tetraisopropyldisiloxane 
• 18173-84-7 diisopropylsilanol 

Downstream Products

• 78185-65-6 1-O-methyl-2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranose 
• 51255-18-6 1-O-methyl-β-2-deoxy-D-erythro-pentofuranose 

Relevant articles and documents

NUCLEIC ACID RELATED COMPOUNDS. 42. A GENERAL PROCEDURE FOR THE EFFICIENT DEOXYGENATION OF SECONDARY ALCOHOLS. REGIOSPECIFIC AND STEREOSELECTIVE CONVERSION OF RIBONUCLEOSIDES TO 2 prime -DEOXYNUCLEOSIDES.

Treatment of unhindered secondary alcohols with phenoxythiocarbonyl chloride (phenyl chlorothionocarbonate) in pyridine/dichloromethane, or in acetonitrile with 4-dimethylaminopyridine catalysis for hindered alcohols, gave clean conversion to their O-phenoxythiocarbonyl derivatives. Reductive deoxygenation of these phenyl thionocarbonate esters proceeded smoothly, using tri-n-butyltin hydride and a free radical initiator in warm toluene. Overall conversion yields ranged from 57 to 78% for the naturally occurring nucleosides, nucleoside antibiotics, and methyl beta -D-ribofuranoside.