5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine

Base Information

• Chemical Name: 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine
• CAS No.: 166758-15-2
• Molecular Formula: C₄₁H₄₀N₄O₇Si
• Molecular Weight: 728.877

Synonyms:5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine

Chemical Property of 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine

Chemical Property:

Purity/Quality:

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Technology Process of 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine

There total 6 articles about 5'-O-Phthalimido-N⁴-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine 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:

benzamide (55-21-0,27208-38-4) → 5'-O-Phthalimido-N4-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine (166758-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / NaH / dioxane / 1.) r.t., 1 h, 2.) r.t., 2 h

2: 83 percent / TMSTf / CH₂Cl₂ / 1 h / 0 °C

3: Ph₃P, DEAD / tetrahydrofuran / 16 h / Ambient temperature

With TMSTf; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00121a037

Reference yield:

5'-O-(tert-Butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-4-(1,2,4-triazolyl)thymidine (158813-59-3) → 5'-O-Phthalimido-N4-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine (166758-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 96 percent / NaH / dioxane / 1.) r.t., 1 h, 2.) r.t., 2 h

2: 83 percent / TMSTf / CH₂Cl₂ / 1 h / 0 °C

3: Ph₃P, DEAD / tetrahydrofuran / 16 h / Ambient temperature

With TMSTf; sodium hydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane;

DOI:10.1021/jo00121a037

Reference yield:

N4-Benzoyl-5'-O-(tert-butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine (158813-60-6) → 5'-O-Phthalimido-N4-benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine (166758-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / TMSTf / CH₂Cl₂ / 1 h / 0 °C

2: Ph₃P, DEAD / tetrahydrofuran / 16 h / Ambient temperature

With TMSTf; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00121a037

upstream raw materials:

N-hydroxyphthalimide

N⁴-Benzoyl-3'-O-(tert-butyldiphenylsilyl)-5-methyl-2'-deoxycytidine

benzamide

5'-O-(tert-Butyldimethylsilyl)-3'-O-(tert-butyldiphenylsilyl)-4-(1,2,4-triazolyl)thymidine

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