4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Base Information

Chemical Name:4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine
CAS No.:1519060-70-8
Molecular Formula:C₄₁H₄₇F₂N₃O₇
Molecular Weight:731.837
Hs Code.:

Synonyms:4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

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Chemical Property of 4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

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Technology Process of 4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

There total 9 articles about 4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine 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%

: 1519060-69-5
4-N-(11-benzyloxyundecanyl)-2'-deoxy-2',2'-difluorocytidine

: 98-88-4
benzoyl chloride

: 1519060-70-8
4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: With 2,6-dimethylpyridine; dmap; In dichloromethane; at 35 ℃; for 20h; Inert atmosphere;
DOI:10.1021/jm401586a

Reference yield:

: 2432-99-7,25587-80-8,84029-94-7
11-aminoundecanoic acid

: 1519060-70-8
4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: Multi-step reaction with 7 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 48.5 h / -20 - 70 °C / Inert atmosphere

2.1: methanol / 1 h / 20 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 1.08 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.5 h / 0 °C / Inert atmosphere

4.2: 22 h / 20 °C / Inert atmosphere

5.1: trifluoroacetic acid / dichloromethane / 1.08 h / 0 - 20 °C / Inert atmosphere

6.1: triethylamine / 1,4-dioxane / 96 h / 75 °C / Sealed tube; Inert atmosphere

7.1: dmap; 2,6-dimethylpyridine / dichloromethane / 20 h / 35 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; lithium aluminium tetrahydride; sodium hydride; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; paraffin oil;
DOI:10.1021/jm401586a

Reference yield:

: 467217-29-4
tert-butyl N-(11-methanesulfonyloxyundecyl)carbamate

: 1519060-70-8
4-N-(11-benzyloxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; paraffin oil / 0.5 h / 0 °C / Inert atmosphere

1.2: 22 h / 20 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 1.08 h / 0 - 20 °C / Inert atmosphere

3.1: triethylamine / 1,4-dioxane / 96 h / 75 °C / Sealed tube; Inert atmosphere

4.1: dmap; 2,6-dimethylpyridine / dichloromethane / 20 h / 35 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; sodium hydride; triethylamine; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; paraffin oil;
DOI:10.1021/jm401586a