2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine

Base Information

• Chemical Name: 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine
• CAS No.: 475571-77-8
• Molecular Formula: C₂₁H₂₈N₂O₅SSi
• Molecular Weight: 448.615
• Mol file: 475571-77-8.mol

Synonyms:2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine

Chemical Property of 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine

There total 5 articles about 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine 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: 81.0%

5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxy-2'-phenylthiouridine (475571-80-3) → 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine (475571-77-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 ℃; for 0.5h;

DOI:10.1081/NCN-120006826

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine (475571-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridine / 15 h / 20 °C

2: 80 percent / pyridine / 12 h / 20 °C

3: 100 percent / DBN / acetonitrile / 2 h / Heating

4: 81 percent / m-CPBA / CH₂Cl₂ / 0.5 h / -40 °C

With pyridine; 2,6-dichloro-benzonitrile; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1081/NCN-120006826

Reference yield:

2'-deoxy-2'-phenylthiouridine (83087-95-0) → 2'-benzenesulfinyl-5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxyuridine (475571-77-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / pyridine / 15 h / 20 °C

2: 80 percent / pyridine / 12 h / 20 °C

3: 100 percent / DBN / acetonitrile / 2 h / Heating

4: 81 percent / m-CPBA / CH₂Cl₂ / 0.5 h / -40 °C

With pyridine; 2,6-dichloro-benzonitrile; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

DOI:10.1081/NCN-120006826

upstream raw materials:

5'-O-(tert-butyldimethylsilyl)-2',3'-didehydro-2',3'-dideoxy-2'-phenylthiouridine

tert-butyldimethylsilyl chloride

2'-deoxy-2'-phenylthiouridine

5'-O-(tert-butyldimethylsilyl)-2'-deoxy-2'-phenylthiouridine