2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine

Base Information

• Chemical Name: 2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine
• CAS No.: 163042-90-8
• Molecular Formula: C₃₂H₂₆ClIN₆O₆
• Molecular Weight: 752.953

Synonyms:2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine

Chemical Property of 2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine

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Technology Process of 2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine

There total 4 articles about 2-chloro-N⁶-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine 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: 33.0%

(2-Chloro-9-trimethylsilanyl-9H-purin-6-yl)-(3-iodo-benzyl)-amine (163042-95-3) + N-methyl-1-O-acetyl-2,3-dibenzoyl-D-ribofuranuronamide → 2-chloro-N6-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine (163042-90-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In 1,2-dichloro-ethane; for 62h; Heating;

DOI:10.1021/jm00047a018

Reference yield:

3-iodobenzylamine hydrochloride (3718-88-5) → 2-chloro-N6-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine (163042-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / Et₃N / ethanol / 120 h / Ambient temperature

2: ammonium sulfate / 5 h / Heating

3: 33 percent / TMSOTf / 1,2-dichloro-ethane / 62 h / Heating

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; triethylamine; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/jm00047a018

Reference yield:

2,6 dichloropurine (5451-40-1) → 2-chloro-N6-(3-iodobenzyl)-9-<5-(methylcarbamoyl)-2,3-di-O-benzoyl-β-D-ribofuranosyl>adenine (163042-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 60 percent / Et₃N / ethanol / 120 h / Ambient temperature

2: ammonium sulfate / 5 h / Heating

3: 33 percent / TMSOTf / 1,2-dichloro-ethane / 62 h / Heating

With ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; triethylamine; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/jm00047a018

upstream raw materials:

(2-Chloro-9-trimethylsilanyl-9H-purin-6-yl)-(3-iodo-benzyl)-amine

3-iodobenzylamine hydrochloride

2,6 dichloropurine

2-chloro-N-⁶-(3-iodobenzyl)adenine

Downstream raw materials:

1-[2-chloro-6-[[(3-iodophenyl)methyl]amino]-9H-purin-9-yl]-1-deoxy-N-methyl-β-D-ribofuranuronamide

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