4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

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Chemical Name:4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine
CAS No.:1443748-58-0
Molecular Formula:C₂₆H₂₄ClF₂N₃O₃
Molecular Weight:499.945
Hs Code.:

Synonyms:4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

There total 6 articles about 4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine 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: 41.0%

: 1443748-57-9
4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

: 1443748-58-0
4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -20 ℃; for 2h; Inert atmosphere;
DOI:10.1080/15257770.2013.797994

Reference yield:

: 1443748-53-5
1,2-di-O-acetyl-3,5-di-O-benzyl-β-D-ribofuranose

: 1443748-58-0
4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.17 h / 20 °C / Inert atmosphere

1.2: 2.5 h / 20 - 80 °C / Inert atmosphere

2.1: triethylamine; methanol / 12 h / 20 °C

3.1: Dess-Martin periodane / dichloromethane / 48.5 h / 0 - 20 °C / Inert atmosphere

4.1: diethyl ether / 8 h / -78 °C / Inert atmosphere

5.1: diethylamino-sulfur trifluoride / dichloromethane / 2 h / -20 °C / Inert atmosphere

With methanol; N,O-bis-(trimethylsilyl)-acetamide; diethylamino-sulfur trifluoride; Dess-Martin periodane; triethylamine; In diethyl ether; dichloromethane; acetonitrile;
DOI:10.1080/15257770.2013.797994

Reference yield:

: 1443748-56-8
4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

: 1443748-58-0
4-chloro-5-fluoro-7-(3',5'-di-O-benzyl-2'-deoxy-2'-fluoro-2'-C-methyl-β-D-ribofuranosyl)-1H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1: Dess-Martin periodane / dichloromethane / 48.5 h / 0 - 20 °C / Inert atmosphere

2: diethyl ether / 8 h / -78 °C / Inert atmosphere

3: diethylamino-sulfur trifluoride / dichloromethane / 2 h / -20 °C / Inert atmosphere

With diethylamino-sulfur trifluoride; Dess-Martin periodane; In diethyl ether; dichloromethane;
DOI:10.1080/15257770.2013.797994