3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine

Base Information

• Chemical Name: 3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine
• CAS No.: 865710-38-9
• Molecular Formula: C₂₉H₄₆N₄O₇SSi₂
• Molecular Weight: 650.944
• Mol file: 865710-38-9.mol

Synonyms:

Chemical Property of 3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine

There total 5 articles about 3',5'-bis-O-(tert-butyldimethylsilyl)-O²-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine 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:

O6-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyxanthosine (865710-41-4) → 3',5'-bis-O-(tert-butyldimethylsilyl)-O2-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine (865710-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: 47 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 3 h

With hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo050847j

Reference yield:

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine (51549-35-0) → 3',5'-bis-O-(tert-butyldimethylsilyl)-O2-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine (865710-38-9)

Guidance literature:

Multi-step reaction with 4 steps

1: PPh₃; DEAD / dioxane

2: 67 percent / aq. acetic acid; NaNO₂ / acetone / 4 h / 20 °C

3: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

4: 47 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 3 h

With hydrogen; acetic acid; triethylamine; triphenylphosphine; sodium nitrite; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; acetone; 1: Mitsunobu reaction;

DOI:10.1021/jo050847j

Reference yield:

2'-Deoxyguanosine (961-07-9) → 3',5'-bis-O-(tert-butyldimethylsilyl)-O2-(4-methylbenzenesulfonyl)-2'-deoxyxanthosine (865710-38-9)

Guidance literature:

Multi-step reaction with 5 steps

1: imidazole / dimethylformamide

2: PPh₃; DEAD / dioxane

3: 67 percent / aq. acetic acid; NaNO₂ / acetone / 4 h / 20 °C

4: 97 percent / Et₃N / CH₂Cl₂ / 12 h / 20 °C

5: 47 percent / H₂ / Pd-C / tetrahydrofuran; methanol / 3 h

With 1H-imidazole; hydrogen; acetic acid; triethylamine; triphenylphosphine; sodium nitrite; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; 2: Mitsunobu reaction;

DOI:10.1021/jo050847j

upstream raw materials:

O⁶-benzyl-3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyxanthosine

3',5'-bis-O-(tert-butyldimethylsilyl)-2'-deoxyguanosine

2'-Deoxyguanosine

tert-butyldimethylsilyl chloride