137819-77-3

Basic information

• Product Name: 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine
• Synonyms: 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine
• CAS NO: 137819-77-3
• Molecular Weight: 465.692
• Mol File: 137819-77-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine(137819-77-3)
• EPA Substance Registry System: 1-<5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thio-β-D-ribofuranosyl>cytosine(137819-77-3)

Safety Data

• Hazardous Substances Data: 137819-77-3(Hazardous Substances Data)

Upstream product

• 71-30-7 Cytosine 
• 137719-23-4 1-O-acetyl-5-O-(tert-butyldiphenylsilyl)-2,3-dideoxy-4-thioribofuranose 
• 29420-49-3 potassium nonaflate 
• 137719-21-2 4(S)-(acetylthio)-5-<(tert-butyldiphenylsilyl)oxy>pentanoic acid methyl ester 
• 137719-20-1 5-<(tert-butyldiphenylsilyl)oxy>-4(R)-iodopentanoic acid methyl ester 
• 137719-19-8 5-<(tert-butyldiphenylsilyl)oxy>-4(S)-hydroxypentanoic acid methyl ester 
• 102717-29-3 (5S)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)dihydrofuran-2(3H)-one 

Downstream Products

• 137719-36-9 2',3'-dideoxy-4'-thiocytidine 

Relevant articles and documents

2',3'-dideoxy-4'-thioribonucleosides and synthetic precursors thereof

2',3'-dideoxy-4'-thioribonucleosides useful as antiviral agents in the treatment and prevention of AIDS are disclosed. In accordance with one aspect of the invention there are provided compounds of the formula STR1 where X=H, N3 or F, and B is a member selected from the group consisting of pyrimidine, 5-azapyrimidine, 6-azapyrimidine, 3-deazapyrimidine, purine, 3-deazapurine, 7-deazapurine, 8-azapurine, and 2-azapurine bases. The intermediate 1-O-acetyl-5-O-t-butyldiphenylsilyl-4-thio-2,3-dideoxyribofuranose is useful in the production of certain of the 2',3'-dideoxy-4'-thioribonucleosides. Other intermediates include the 4-thio-2,3-dideoxyribofuranose having different hydroxyl protecting groups and leaving groups.

Synthesis and Anti-HIV Activity of 4'-Thio-2',3'-dideoxynucleosides

A series of 2',3'-dideoxy-4'-thionucleoside analogues of purines and pyrimidines, including 4'-thioddI (17), 4'-thioddC (27), and 4'-thioAZT (34), were synthesized and evaluated for their inhibitory activity against human immunodeficiency virus (HIV).A st