N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine

Base Information

• Chemical Name: N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine
• CAS No.: 1384260-63-2
• Molecular Formula: C₄₂H₄₈N₄O₆Si
• Molecular Weight: 732.952

Synonyms:N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine

Chemical Property of N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine

Chemical Property:

Purity/Quality:

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Technology Process of N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine

There total 7 articles about N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-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:

N4-benzoyl-5'-tetrachlorophthalimido-2',3'-O-isopropylidene-5'-deoxycytidine (1384260-59-6) → N4-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine (1384260-63-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: trifluoroacetic acid / water / 2 h / 20 °C

2.1: pyridine; silver nitrate / N,N-dimethyl-formamide / 0.17 h

2.2: 24 h / 20 °C

3.1: ethylenediamine / tetrahydrofuran

4.1: triethylamine / dichloromethane

With pyridine; silver nitrate; ethylenediamine; triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.05.055

Reference yield:

benzoyl chloride (98-88-4) → N4-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine (1384260-63-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: pyridine; chloro-trimethyl-silane

2.1: toluene-4-sulfonic acid / water; acetone / 24 h / Reflux

3.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 15 h / Reflux

4.1: trifluoroacetic acid / water / 2 h / 20 °C

5.1: pyridine; silver nitrate / N,N-dimethyl-formamide / 0.17 h

5.2: 24 h / 20 °C

6.1: ethylenediamine / tetrahydrofuran

7.1: triethylamine / dichloromethane

With pyridine; chloro-trimethyl-silane; di-isopropyl azodicarboxylate; toluene-4-sulfonic acid; silver nitrate; ethylenediamine; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; 3.1: Mitsunobu reaction;

DOI:10.1016/j.tetlet.2012.05.055

Reference yield:

N4-benzoyl-5'-tetrachlorophthalimido-5'-deoxycytidine (1384260-60-9) → N4-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-(4-monomethoxytritylamino)-5'-deoxycytidine (1384260-63-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: pyridine; silver nitrate / N,N-dimethyl-formamide / 0.17 h

1.2: 24 h / 20 °C

2.1: ethylenediamine / tetrahydrofuran

3.1: triethylamine / dichloromethane

With pyridine; silver nitrate; ethylenediamine; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2012.05.055

upstream raw materials:

N₄-benzoyl-5'-tetrachlorophthalimido-2',3'-O-isopropylidene-5'-deoxycytidine

N₄-benzoyl-5'-tetrachlorophthalimido-5'-deoxycytidine

N₄-benzoyl-2'-O-(tertbutyldimethylsilyl)-5'-tetrachlorophthalimido-5'-deoxycytidine

N₄-benzoyl-2'-O-(tert-butyldimethylsilyl)-5'-amino-5'-deoxycytidine

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