111476-35-8

Basic information

• Product Name: 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine
• CAS NO: 111476-35-8
• Molecular Weight: 392.433
• Mol File: 111476-35-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine(111476-35-8)
• EPA Substance Registry System: 3'-O-acetyl-5-(phenylthiomethyl)-2'-deoxyuridine(111476-35-8)

Safety Data

• Hazardous Substances Data: 111476-35-8(Hazardous Substances Data)

Upstream product

• 272116-56-0 5'-O-(4,4'-dimethoxytrityl)-5-(phenylthiomethyl)-2'-deoxyuridine 
• 272116-45-7 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 75106-39-7 Acetic acid (2R,3S,5R)-2-acetoxymethyl-5-(5-acetoxymethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 272116-46-8 5-(phenylthiomethyl)-2'-deoxyuridine 
• 5116-24-5 2'-deoxy-5-(hydroxymethyl)uridine 
• 951-78-0 2'-deoxyuridine 
• 622402-63-5 Acetic acid (2R,3S,5R)-2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 

Downstream Products

• 111476-36-9 3'-O-acetyl-2',5'-dideoxy-5'-iodo-5-phenylthiomethyluridine 
• 426833-88-7 acetic acid 2-((2-cyano-ethoxy)-{2-hydroxymethyl-5-[6-(2-phenoxy-acetylamino)-purin-9-yl]-tetrahydro-furan-3-yloxy}-phosphoryloxymethyl)-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yl ester 
• 426833-89-8 2'-deoxyadenylyl-(3'-5')-5-(phenylthiomethyl)-2'-deoxyuridine 
• 23339-47-1 d(ApT) 
• 111476-41-6 Acetic acid (2R,3S,5R)-5-(2,4-dioxo-5-phenylsulfanylmethyl-3,4-dihydro-2H-pyrimidin-1-yl)-2-methanesulfonyloxymethyl-tetrahydro-furan-3-yl ester 

Relevant articles and documents

SYNTHESIS OF 6,5'-cyclo-2',5'-DIDEOXYPYRIMIDINE NUCLEOSIDES ( NUCLEOSIDES AND NUCLEOTIDES. LXXII )

6,5'-cyclo-2',5'-dideoxyuridine and 6,5'-cyclo-5'-deoxythymidine, pyrimidine deoxynucleosides fixed in the anti conformation were synthesized.The key intermediate, 3'-O-acetyl-5-chloro-2',5'-dideoxy-5'-iodouridine ( 12 ), prepared from 2'-deoxyuridine, was cyclized by treatment with tributyltin hydride to the 6,5'-cyclo derivative ( 13 ), then dehydrochlorinated to furnish, after de-O-acetylation, 6,5'-cyclo-2',5'dideoxyuridine ( 14 ).For the synthesis of 6,5'-cyclothymidine, 3'-O-acetyl-2',5'-dideoxy-5'-iodo-5-phenylthiomethyluridine ( 22 ) was prepared from 2'-deoxyuridine and this compound was cyclized by treatment with tributyltin hydride to yield, after de-O-acetylation 6,5'-cyclo-5'-deoxythymidine ( 24 ).Keywords - cyclonucleoside; C-cyclouridine; 6,5'-cyclo-2',5'-dideoxyuridine; 6,5'-cyclo-5'deoxythymidine; 5-bromo-6,5'-cyclo-2',5'-dideoxyuridine; radical cyclization; tributyltin hydride; NMR; CD