4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine

Base Information

• Chemical Name: 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine
• CAS No.: 1288998-80-0
• Molecular Formula: C₁₉H₂₁IN₄O₅
• Molecular Weight: 512.304
• Mol file: 1288998-80-0.mol

Synonyms:4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine

Chemical Property of 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine

There total 2 articles about 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-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: 60.0%

N'-[1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-2-oxo-1,2-dihydro-pyrimidin-4-yl]-N,N-dimethyl-formamidine (717876-93-2) + benzoyl chloride (98-88-4) → 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine (1288998-80-0)

Guidance literature:

In pyridine; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2.5h; Inert atmosphere;

DOI:10.1002/chem.201001952

Reference yield:

5-Iodo-2'-deoxycytidine (611-53-0) → 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine (1288998-80-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 2.5 h / 55 °C

2: pyridine; N,N-dimethyl-formamide / 2.5 h / 0 - 20 °C / Inert atmosphere

In pyridine; N,N-dimethyl-formamide;

DOI:10.1002/chem.201001952

Reference yield: 88.0%

4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-2'-deoxycytidine (1288998-80-0) + acrylonitrile (107-13-1,25014-41-9) → 4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-3'-O-(2-cyanoethyl)-2'-deoxycytidine (1288999-18-7)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; tert-butyl alcohol; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1002/chem.201001952

upstream raw materials:

N'-[1-(4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-iodo-2-oxo-1,2-dihydro-pyrimidin-4-yl]-N,N-dimethyl-formamidine

benzoyl chloride

5-Iodo-2'-deoxycytidine

Downstream raw materials:

4-N-(N,N-dimethylaminomethylidenyl)-5-iodo-5'-O-benzoyl-3'-O-(2-cyanoethyl)-2'-deoxycytidine