157728-64-8

Basic information

• Product Name: 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine
• Synonyms: 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine
• CAS NO: 157728-64-8
• Molecular Weight: 1079.31
• Mol File: 157728-64-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine(157728-64-8)
• EPA Substance Registry System: 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine(157728-64-8)

Safety Data

• Hazardous Substances Data: 157728-64-8(Hazardous Substances Data)

Upstream product

• 69304-37-6 1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane 
• 157728-62-6 5-acetyloxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine 
• 148380-55-6 5-acetoxymethyl-2’-deoxyuridine 
• 5116-24-5 2'-deoxy-5-(hydroxymethyl)uridine 
• 157728-63-7 5-hydroxymethyl-3',5'-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyuridine 
• 149707-75-5 2,3,4,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate 
• 14218-11-2 2,3,4,6-tetra-O-benzoylglucosyl bromide 
• 114682-36-9 β-1-bromo-2,3,4,6-tetra-O-benzoyl-α-D-glucopyranoside 

Downstream Products

• 53910-96-6 5-(β-D-glucopyranosyloxymethyl)-2'-deoxyuridine 
• 157728-66-0 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyuridine 
• 157728-65-9 5-(2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)oxymethyl-2'-deoxyuridine 

Relevant articles and documents

Synthesis of oligodeoxynucleotides containing 5-(β-D- glucopyranosyloxymethyl)-2'-deoxyuridine, a modified nucleoside in the DNA of Trypanosoma brucei

The synthesis of the recently discovered modified DNA base 5-(β-D- glucopyranosyloxymethyl)-2'-deoxyuridine (β-dJ, 1) is described. TMSOTf mediated β-glucosylation of 5-hydroxymethyl-2'-deoxyuridine (5-HMdU) derivative 10 (obtained in 20% from 2'-deoxyuridine) with trichloroacetimidate 12 gave dimer 13 in 47% yield. On the other hand, condensation of 12 with N3-POM-protected derivative 20, readily available from thymidine in 48%, afforded the fully protected nucleoside 22 in 96% yield. The latter compound was converted into phosphoramidite 3 which was applied in the automated solid phase synthesis of several biological interesting β-dJ containing DNA fragments.