5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine

Base Information

• Chemical Name: 5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine
• CAS No.: 260269-36-1
• Molecular Formula: C₃₈H₄₅N₅O₉SSi
• Molecular Weight: 775.955
• Mol file: 260269-36-1.mol

Synonyms:5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine

Chemical Property of 5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine

There total 2 articles about 5'-O-tert-butyldiphenylsilyl-N²-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine 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: 63.0%

C18H37N5O2Si3 + Acetic acid (2S,3S,4R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester (260269-28-1) → Toluene-4-sulfonic acid (2S,3S,4R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-7-yl)-tetrahydro-furan-2-ylmethyl ester + 5'-O-tert-butyldiphenylsilyl-N2-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine (260269-36-1)

Guidance literature:

C₁₈H₃₇N₅O₂Si₃; Acetic acid (2S,3S,4R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester; With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; Heating;

With methanol; potassium carbonate; at 20 ℃; for 0.25h;

DOI:10.1039/a907218g

Reference yield:

C18H35N5O2Si3 + 5-O-tert-butyldiphenylsilyl-4-C-(p-toluenesulfonyl)oxymethyl-1,2,3-tri-O-acetyl-β-D-erythro-pentofuranose (446862-76-6) → 5'-O-tert-butyldiphenylsilyl-N2-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine (260269-36-1) + Toluene-4-sulfonic acid (2S,3S,4R,5R)-2-(tert-butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-5-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-7-yl)-tetrahydro-furan-2-ylmethyl ester

Guidance literature:

C₁₈H₃₅N₅O₂Si₃; 5-O-tert-butyldiphenylsilyl-4-C-(p-toluenesulfonyl)oxymethyl-1,2,3-tri-O-acetyl-β-D-erythro-pentofuranose; With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 13h; Heating;

With potassium carbonate; In methanol; at 20 ℃; for 0.25h;

DOI:10.1016/S0040-4020(02)00227-2

Reference yield: 82.0%

5'-O-tert-butyldiphenylsilyl-N2-isobutyryl-4'-C-(p-toluenesulfonyl)oxymethylguanosine (260269-36-1) → 5'-O-tert-butyldiphenylsilyl-N2-isobutyryl-3'-O,4'-C-methyleneguanosine

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(02)00227-2

upstream raw materials:

Acetic acid (2S,3S,4R)-4,5-diacetoxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-2-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

5-O-tert-butyldiphenylsilyl-4-C-(p-toluenesulfonyl)oxymethyl-1,2,3-tri-O-acetyl-β-D-erythro-pentofuranose