2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine

Base Information

• Chemical Name: 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine
• CAS No.: 171762-52-0
• Molecular Formula: C₄₅H₄₉N₅O₁₃
• Molecular Weight: 867.91
• Mol file: 171762-52-0.mol

Synonyms:2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine

Chemical Property of 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine

There total 12 articles about 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine 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: 94.0%

C61H67N5O13Si (171762-51-9) → 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine (171762-52-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; Ambient temperature;

Reference yield: 92.0%

2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(3'-O-tert-butyldimethylsilyl-5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine (1179988-48-7) → 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine (171762-52-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h;

DOI:10.1134/S106816200902006X

Reference yield:

4,4'-dimethoxytrityl chloride (40615-36-9) → 2'-O-acetyl-5'-O-(4,4'-dimethoxytrityl)-3'-deoxy-3'-{[N-(5'-deoxythymidine-5'-yl)carboxamido]methyl}ribothymidine (171762-52-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / pyridine / 24 h / Ambient temperature

2: 48 percent / pyridine / 20 h / Ambient temperature

3: 94 percent / TBAF / tetrahydrofuran / 3 h / Ambient temperature

With pyridine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

upstream raw materials:

C₆₁H₆₇N₅O₁₃Si

4,4'-dimethoxytrityl chloride

5'-Amino-3'-tert-butyldiphenylsilyl-5'-deoxythymidine

Benzoic acid (3aR,5S,6R,6aR)-6-({[(2R,3S,5R)-3-(tert-butyl-diphenyl-silanyloxy)-5-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-2-ylmethyl]-carbamoyl}-methyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-ylmethyl ester