5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Base Information

• Chemical Name: 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine
• CAS No.: 174523-22-9
• Molecular Formula: C₃₆H₄₇N₇O₈S₂Si
• Molecular Weight: 798.029

Synonyms:5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Chemical Property of 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

There total 8 articles about 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine 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:

5'-O-(4,4'-dimethoxytrityl)-3'-O-(methylthiomethyl)thymidine (129185-32-6) → 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N6-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine (174523-22-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / p-TsOH*H₂O / methanol; CH₂Cl₂ / 0.25 h / 0 °C

2: 96 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.83 h / 0 - 20 °C

3: SO₂Cl₂; N,N-diisopropylethylamine / CH₂Cl₂ / 0.03 h / 0 °C

4: N,N-diisopropylethylamine / CH₂Cl₂ / 3.5 h

With sulfuryl dichloride; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; 1: acidolysis / 2: Mitsunobu coupling / 3: Chlorination / 4: Condensation;

DOI:10.1139/cjc-77-8-1410

Reference yield:

3'-O-(methylthiomethyl)thymidine (133510-56-2) → 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N6-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine (174523-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / diisopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 1.83 h / 0 - 20 °C

2: SO₂Cl₂; N,N-diisopropylethylamine / CH₂Cl₂ / 0.03 h / 0 °C

3: N,N-diisopropylethylamine / CH₂Cl₂ / 3.5 h

With sulfuryl dichloride; di-isopropyl azodicarboxylate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane; 1: Mitsunobu coupling / 2: Chlorination / 3: Condensation;

DOI:10.1139/cjc-77-8-1410

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N6-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine (174523-22-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / imidazole / dimethylformamide / 20 h / 20 °C

2: 52 percent / NaOH; MeOH / 1 h / 0 °C

3: N,N-diisopropylethylamine / CH₂Cl₂ / 3.5 h

With 1H-imidazole; methanol; sodium hydroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; N,N-dimethyl-formamide; 1: silylation / 2: methanolysis / 3: Condensation;

DOI:10.1139/cjc-77-8-1410

upstream raw materials:

N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

5'-O-(4,4'-dimethoxytrityl)-3'-O-(methylthiomethyl)thymidine

3'-O-(methylthiomethyl)thymidine

tert-butyldimethylsilyl chloride

Downstream raw materials:

3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 174523-22-9 5'-S-acetyl-3'-O-methylene-5'-deoxy-5'-thiothymidylyl-(3'->5')-N⁶-benzoyl-3'-O-tert-butyldimethylsilyl-2',5'-dideoxy-5'-thioadenosine

Send

Send

Metric Ton KG G Pound L ML

Send

Send