(-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine

Base Information

• Chemical Name: (-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine
• CAS No.: 956896-99-4
• Molecular Formula: C₃₅H₄₃N₃O₅SSi
• Molecular Weight: 645.895
• Mol file: 956896-99-4.mol

Synonyms:(-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine

Chemical Property of (-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine

There total 3 articles about (-)-5'-O-(t-butyldimethylsilyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine 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: 90.0%

(-)-5'-O-(t-butyldimethylsilyl)-2',3'-dideoxy-3'-thiacytidine (956896-97-2) + 4,4'-dimethoxytrityl chloride (40615-36-9) → (-)-5'-O-(t-butyldimethylsilyl)-N(4)-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine (956896-99-4)

Guidance literature:

With pyridine; at 0 - 20 ℃;

DOI:10.1021/jm300492q

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (-)-5'-O-(t-butyldimethylsilyl)-N(4)-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine (956896-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

2: pyridine / 0 - 20 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jm300492q

Reference yield:

lamivudine (134678-17-4) → (-)-5'-O-(t-butyldimethylsilyl)-N(4)-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine (956896-99-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

2: pyridine / 0 - 20 °C

With pyridine; 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1021/jm300492q

upstream raw materials:

(-)-5'-O-(t-butyldimethylsilyl)-2',3'-dideoxy-3'-thiacytidine

4,4'-dimethoxytrityl chloride

tert-butyldimethylsilyl chloride

lamivudine

Downstream raw materials:

(-)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-5'-O-(tetradecanoyl)-2',3'-dideoxy-3'-thiacytidine

(-)-5'-O-(12-azidododecanoyl)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine

(-)-N⁽⁴⁾-(4,4'-dimethoxytrityl)-5'-O-(12-thioethyldodecanoyl)-2',3'-dideoxy-3'-thiacytidine

(-)-5'-O-(3-(N-Fmoc-aminopropanoyl))-N⁽⁴⁾-(4,4'-dimethoxytrityl)-2',3'-dideoxy-3'-thiacytidine