2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

Base Information

Chemical Name:2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine
CAS No.:889126-10-7
Molecular Formula:C₁₇H₁₆ClIN₈O₃
Molecular Weight:542.723
Hs Code.:

2-chloro-N<sup>6</sup>-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

Synonyms:2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

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Chemical Property of 2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

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Technology Process of 2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

There total 4 articles about 2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-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: 95.0%

: 889126-07-2
9-(2,5-di-O-acetyl-3-azido-3-deoxy-β-D-ribofuranosyl)-2,6-dichloropurine

: 3718-88-5
3-iodobenzylamine hydrochloride

: 889126-10-7
2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

Guidance literature:: 9-(2,5-di-O-acetyl-3-azido-3-deoxy-β-D-ribofuranosyl)-2,6-dichloropurine; 3-iodobenzylamine hydrochloride; With triethylamine; In ethanol; at 50 ℃; for 18h;

With sodium methylate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/jm050968b

Reference yield:

: Acetic acid (2S,3S,4R)-3-azido-4,5-dihydroxy-tetrahydro-furan-2-ylmethyl ester

: 889126-10-7
2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2 g / pyridine / 16 h / 20 °C

2.1: HMDS; ammonium sulfate / 16 h / Heating

2.2: 51 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

3.1: Et₃N / ethanol / 18 h / 50 °C

3.2: 95 percent / NaOMe / methanol / 2 h / 20 °C

With pyridine; ammonium sulfate; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol;
DOI:10.1021/jm050968b

Reference yield:

: 889126-05-0
5-O-acetyl-3-azido-3-deoxy-1,2-O-isopropylidene-α-D-ribofuranose

: 889126-10-7
2-chloro-N⁶-(3-iodobenzyl)-9-(3-azido-3-deoxy-β-D-ribofuranosyl)adenine

Guidance literature:: Multi-step reaction with 4 steps

1.1: aq. formic acid / 1.5 h / 60 °C

2.1: 2 g / pyridine / 16 h / 20 °C

3.1: HMDS; ammonium sulfate / 16 h / Heating

3.2: 51 percent / TMSOTf / 1,2-dichloro-ethane / 2.33 h / 20 - 60 °C

4.1: Et₃N / ethanol / 18 h / 50 °C

4.2: 95 percent / NaOMe / methanol / 2 h / 20 °C

With pyridine; ammonium sulfate; formic acid; triethylamine; 1,1,1,3,3,3-hexamethyl-disilazane; In ethanol;
DOI:10.1021/jm050968b