4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

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Chemical Name:4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine
CAS No.:174019-85-3
Molecular Formula:C₂₆H₂₂N₆O₅
Molecular Weight:498.498
Hs Code.:

Synonyms:4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

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Chemical Property of 4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

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Technology Process of 4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

There total 7 articles about 4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)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: 90.0%

: 174019-83-1
4-amino-6-bromo-5-cyano-7-(5-azido-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

: 174019-85-3
4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: With hydrogen; triethylamine; palladium on activated charcoal; In 1,4-dioxane; for 18h; Ambient temperature;
DOI:10.1080/15257779508010707

Reference yield:

: 62819-24-3
methyl 5-azido-5-deoxy-2,3-O-isopropylidene-b-ribofuranoside

: 174019-85-3
4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 5 steps

1: 79 percent / HCl/MeOH / 18 h / Ambient temperature

2: 88 percent / pyridine / Ambient temperature

3: 80 percent / H₂SO₄ / acetic acid / 1.) 0-5 deg C, 20 h, 2.) room temperature, 3 h

4: 1.) HMDS, Me₃SiCl, 2.) TMSTf / 1.) xylene, reflux, 18 h, 2.) 1,2-dichloroethane, 0 deg C, 30 min; room temperature, 22 h; 70-80 deg C, 3 h

5: 90 percent / H₂, Et₃N / palladium on charcoal / dioxane / 18 h / Ambient temperature

With pyridine; hydrogenchloride; methanol; chloro-trimethyl-silane; TMSTf; sulfuric acid; hydrogen; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In 1,4-dioxane; acetic acid;
DOI:10.1080/15257779508010707

Reference yield:

: 35509-22-9
methyl 5-azido-5-deoxy-β-D-ribofuranoside

: 174019-85-3
4-amino-5-cyano-7-(5-amino-2,3-di-O-benzoyl-5-deoxy-β-D-ribofuranosyl)pyrrolo<2,3-d>pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / pyridine / Ambient temperature

2: 80 percent / H₂SO₄ / acetic acid / 1.) 0-5 deg C, 20 h, 2.) room temperature, 3 h

3: 1.) HMDS, Me₃SiCl, 2.) TMSTf / 1.) xylene, reflux, 18 h, 2.) 1,2-dichloroethane, 0 deg C, 30 min; room temperature, 22 h; 70-80 deg C, 3 h

4: 90 percent / H₂, Et₃N / palladium on charcoal / dioxane / 18 h / Ambient temperature

With pyridine; chloro-trimethyl-silane; TMSTf; sulfuric acid; hydrogen; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; palladium on activated charcoal; In 1,4-dioxane; acetic acid;
DOI:10.1080/15257779508010707