8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine

Base Information

• Chemical Name: 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine
• CAS No.: 478044-19-8
• Molecular Formula: C₃₂H₄₁BrN₄O₁₀Si
• Molecular Weight: 749.688

Synonyms:8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine

Chemical Property of 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine

Chemical Property:

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Technology Process of 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine

There total 1 articles about 8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Trifluoro-methanesulfonic acid (4aS,7R,7aR)-2-phenyl-tetrahydro-furo[3,2-d][1,3]dioxin-7-yl ester + Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-(8-bromo-6-oxo-1,6-dihydro-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester → 8-bromo-O6-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine + 8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine (478044-19-8)

Guidance literature:

Acetic acid (2R,3R,4R,5R)-4-acetoxy-2-(8-bromo-6-oxo-1,6-dihydro-purin-9-yl)-5-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-furan-3-yl ester; With 18-crown-6 ether; potassium carbonate; In tetrahydrofuran; for 1h; Heating;

Trifluoro-methanesulfonic acid (4aS,7R,7aR)-2-phenyl-tetrahydro-furo[3,2-d][1,3]dioxin-7-yl ester; In tetrahydrofuran; at 45 ℃; for 24h; Further stages.;

DOI:10.1021/jm010530l

Reference yield: 90.0%

8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-5'-O-tert-butyldimethylsilyl-2',3'-di-O-acetyl-inosine (478044-19-8) → 8-bromo-N1-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-2',3'-di-O-acetylinosine (478044-20-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 6h;

DOI:10.1021/jm010530l

Downstream raw materials:

8-bromo-N¹-(1'',4''-anhydro-2''-deoxy-3'',5''-O-benzylidene-L-lyxitol-2''-yl)-2',3'-di-O-acetylinosine

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