6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine
CAS No.:699011-57-9
Molecular Formula:C₃₃H₂₂BrClN₄O₇
Molecular Weight:701.917
Hs Code.:

Synonyms:6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

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Chemical Property of 6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

Chemical Property:

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MSDS Files:: SDS file from LookChem

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Technology Process of 6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

There total 3 articles about 6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-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: 73.0%

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 24391-39-7
6-bromo-4-chloro-5-cyanopyrrolo[2,3-d]pyrimidin-4-one

: 699011-57-9
6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: 6-bromo-4-chloro-5-cyanopyrrolo[2,3-d]pyrimidin-4-one; With N,O-bis-(trimethylsilyl)-acetamide; In acetonitrile; at 20 ℃; for 0.25h;

1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; at 60 ℃; for 2h;
DOI:10.1081/NCN-120027815

Reference yield:

: 24391-40-0
6-Bromo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile

: 699011-57-9
6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 75 percent / phosphorus oxychloride / 3 h / Heating

2.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.25 h / 20 °C

2.2: 73 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / 60 °C

With N,O-bis-(trimethylsilyl)-acetamide; trichlorophosphate; In acetonitrile;
DOI:10.1081/NCN-120027815

Reference yield:

: 19393-83-0
4-amino-6-bromo-5-cyanopyrrolo[2,3-d]pyrimidine

: 699011-57-9
6-bromo-4-chloro-5-cyano-7-[2,3,5-tri-O-benzoyl-β-D-ribofuranosyl]pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / sodium nitrite; glacial acetic acid / H₂O / 4 h / 105 °C

2.1: 75 percent / phosphorus oxychloride / 3 h / Heating

3.1: N,O-bis(trimethylsilyl)acetamide / acetonitrile / 0.25 h / 20 °C

3.2: 73 percent / trimethylsilyl trifluoromethanesulfonate / acetonitrile / 2 h / 60 °C

With N,O-bis-(trimethylsilyl)-acetamide; acetic acid; sodium nitrite; trichlorophosphate; In water; acetonitrile;
DOI:10.1081/NCN-120027815