4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Base Information

Chemical Name:4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine
CAS No.:873792-67-7
Molecular Formula:C₃₇H₃₂ClIN₄O₈
Molecular Weight:823.041
Hs Code.:

Synonyms:4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Chemical Property of 4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

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Technology Process of 4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

There total 7 articles about 4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-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

: 149765-16-2
N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide

: 873792-67-7
4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; bis-(trimethylsilyl)acetamide; In acetonitrile;
DOI:10.1021/acs.joc.8b00343

Reference yield: 73.0%

: 149765-16-2
N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide

: 14215-97-5
1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose

: 873792-67-7
4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: N-(4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethyl-propionamide; With benzenesulfonamide; In acetonitrile;

1-O-acetyl-2,3,5-tri-O-benzoyl-D-ribofuranose; With trimethylsilyl trifluoromethanesulfonate; In acetonitrile; Further stages.;
DOI:10.1080/15257770701490332

Reference yield:

: 84955-31-7
4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine

: 873792-67-7
4-chloro-5-iodo-2-(pivaloylamino)-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine

Guidance literature:: Multi-step reaction with 3 steps

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

2.1: N-iodo-succinimide / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

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

3.2: 24 h / 50 °C / Inert atmosphere

With pyridine; N-iodo-succinimide; N,O-bis-(trimethylsilyl)-acetamide; In tetrahydrofuran; acetonitrile;
DOI:10.1002/chem.201904623