2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

Base Information

• Chemical Name: 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine
• CAS No.: 104407-48-9
• Molecular Formula: C₃₀H₄₉N₅O₃SSi₂
• Molecular Weight: 615.988

Synonyms:2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

Chemical Property of 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

There total 3 articles about 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine 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:

2',5'-bis-O-(tert-butyldimethylsilyl)adenosine (65109-11-7) → 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine (104407-48-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 40 percent / dimethylsulfoxide / 13.5 h / Ambient temperature

2: 90 percent / tetrahydrofuran / 5 h / Heating

In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1248/cpb.34.15

Reference yield:

9-(2,5-di-O-tert-butyldimethylsilyl-β-D-erythro-pentofuran-3-ulosyl)adenosine (86734-95-4) → 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine (104407-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / tetrahydrofuran / 5 h / Heating

In tetrahydrofuran;

DOI:10.1248/cpb.34.15

Reference yield:

thiophenol (108-98-5) + 2',5'-di-O-tert-butyldimethylsilyl-3'-ethoxycarbonylmethylideneadenosine (104407-46-7) → 2',5'-di-O-tert-butyldimethylsilyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine (104407-48-9)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1248/cpb.34.15

upstream raw materials:

thiophenol

2',5'-di-O-tert-butyldimethylsilyl-3'-ethoxycarbonylmethylideneadenosine

2',5'-bis-O-(tert-butyldimethylsilyl)adenosine

9-(2,5-di-O-tert-butyldimethylsilyl-β-D-erythro-pentofuran-3-ulosyl)adenosine

Downstream raw materials:

2',5'-di-O-acetyl-3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

3'-deoxy-3'(S)-(2-phenylthioethyl)adenosine

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