2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine

Base Information

• Chemical Name: 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine
• CAS No.: 163042-86-2
• Molecular Formula: C₁₉H₂₀ClIN₆O₅S
• Molecular Weight: 606.828

Synonyms:2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine

Chemical Property of 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine

Chemical Property:

Purity/Quality:

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Technology Process of 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine

There total 6 articles about 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)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: 78.0%

methanesulfonyl chloride (124-63-0) + 2-chloro-9-<3-deoxy-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N6-(3-iodobenzyl)adenine (163042-87-3) → 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N6-(3-iodobenzyl)adenine (163042-86-2)

Guidance literature:

With pyridine; In dichloromethane; for 1.5h; Ambient temperature;

DOI:10.1021/jm00010a017

Reference yield:

3-iodobenzylamine hydrochloride (3718-88-5) → 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N6-(3-iodobenzyl)adenine (163042-86-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / triethylamine / ethanol / 120 h / Ambient temperature

2: ammonium sulfate / 2 h / Heating

3: TMS triflate / 1,2-dichloro-ethane / 17 h / 90 °C

4: 43 percent / NH₃ / methanol / 18 h / Ambient temperature

5: 78 percent / pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; ammonia; triethylamine; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00010a017

Reference yield:

2,6 dichloropurine (5451-40-1) → 2-chloro-9-<3-deoxy-2-(methylsulfonyl)-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N6-(3-iodobenzyl)adenine (163042-86-2)

Guidance literature:

Multi-step reaction with 5 steps

1: 57 percent / triethylamine / ethanol / 120 h / Ambient temperature

2: ammonium sulfate / 2 h / Heating

3: TMS triflate / 1,2-dichloro-ethane / 17 h / 90 °C

4: 43 percent / NH₃ / methanol / 18 h / Ambient temperature

5: 78 percent / pyridine / CH₂Cl₂ / 1.5 h / Ambient temperature

With pyridine; ammonium sulfate; trimethylsilyl trifluoromethanesulfonate; ammonia; triethylamine; In methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;

DOI:10.1021/jm00010a017

upstream raw materials:

methanesulfonyl chloride

2-chloro-9-<3-deoxy-5-(methylcarbamoyl)-β-D-ribofuranosyl>-N⁶-(3-iodobenzyl)adenine

3-iodobenzylamine hydrochloride

2,6 dichloropurine

Downstream raw materials:

9-<2-azido-2,3-dideoxy-5-(methylcarbamoyl)-β-D-arabinofuranosyl>-2-chloro-N⁶-(3-iodobenzyl)adenine

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