4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Base Information

Chemical Name:4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine
CAS No.:1519060-74-2
Molecular Formula:C₃₅H₄₃F₂N₃O₉S
Molecular Weight:719.804
Hs Code.:

Synonyms:4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

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Chemical Property of 4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

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Technology Process of 4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

There total 12 articles about 4-N-[11-(methanesulfonyloxy)undecanyl]-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: 90.0%

: 1519060-71-9
4-N-(11-hydroxyundecanyl)-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

: 124-63-0
methanesulfonyl chloride

: 1519060-74-2
4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3.08333h; Inert atmosphere;
DOI:10.1021/jm401586a

Reference yield:

: 27780-89-8
11-aminoundecan-1-ol

: 1519060-74-2
4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: Multi-step reaction with 8 steps

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

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

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

3.2: 22 h / 20 °C / Inert atmosphere

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

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

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

7.1: ammonium cerium (IV) nitrate / 72 h / 20 °C / Inert atmosphere

8.1: triethylamine / dichloromethane / 3.08 h / 0 - 20 °C / Inert atmosphere

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

Reference yield:

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

: 1519060-74-2
4-N-[11-(methanesulfonyloxy)undecanyl]-3',5'-di-O-benzoyl-2'-deoxy-2',2'-difluorocytidine

Guidance literature:: Multi-step reaction with 9 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

8.1: ammonium cerium (IV) nitrate / 72 h / 20 °C / Inert atmosphere

9.1: triethylamine / dichloromethane / 3.08 h / 0 - 20 °C / Inert atmosphere

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