N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine

Base Information

• Chemical Name: N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine
• CAS No.: 177738-39-5
• Molecular Formula: C₃₇H₃₅N₃O₆S
• Molecular Weight: 649.767
• Mol file: 177738-39-5.mol

Synonyms:N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine

Chemical Property of N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine

There total 3 articles about N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine 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: 95.0%

5’-S-acetyl-N-4-benzoyl-3’-O-(4,4-dimethoxytriphenyl)methyl-2’,5’-deoxy-5’-thiocytidine (177738-37-3) → N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine (177738-39-5)

Guidance literature:

With sodium hydroxide; In ethanol; for 1h;

DOI:10.1002/anie.201310644

Reference yield:

N4-benzoyl-2'-deoxycytidine (4836-13-9) → N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine (177738-39-5)

Guidance literature:

Multi-step reaction with 3 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran; N,N-dimethyl-formamide / 16 h / 0 °C / Inert atmosphere

2: dmap / pyridine / 16 h / 20 °C

3: sodium hydroxide / ethanol / 1 h

With dmap; di-isopropyl azodicarboxylate; triphenylphosphine; sodium hydroxide; In tetrahydrofuran; pyridine; ethanol; N,N-dimethyl-formamide;

DOI:10.1002/anie.201310644

Reference yield:

5'-S-acetyl-N4-benzoyl-2',5'-dideoxy-5'-thiocytidine (172161-64-7) → N-4-benzoyl-3-O-(4,4-dimethoxytriphenyl)methyl-2,5-dideoxy-5-thiocytidine (177738-39-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / pyridine / 16 h / 20 °C

2: sodium hydroxide / ethanol / 1 h

With dmap; sodium hydroxide; In pyridine; ethanol;

DOI:10.1002/anie.201310644

upstream raw materials:

N₄-benzoyl-2'-deoxycytidine

5'-S-acetyl-N⁴-benzoyl-2',5'-dideoxy-5'-thiocytidine

5’-S-acetyl-N-4-benzoyl-3’-O-(4,4-dimethoxytriphenyl)methyl-2’,5’-deoxy-5’-thiocytidine