N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine

Base Information

• Chemical Name: N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine
• CAS No.: 849242-02-0
• Molecular Formula: C₂₁H₂₃ClIN₅O₄
• Molecular Weight: 571.802

Synonyms:N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine

Chemical Property of N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine

Chemical Property:

Purity/Quality:

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Technology Process of N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine

There total 4 articles about N⁶-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-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: 89.0%

(2R,3R,4R,5R)-2-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol (849241-80-1) + 2,2-dimethoxy-propane (77-76-9) → N6-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine (849242-02-0)

Guidance literature:

With camphor-10-sulfonic acid; In acetone; at 55 ℃; for 6h;

DOI:10.1021/jm049408n

Reference yield:

C39H31ClIN5O7 → N6-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine (849242-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₃ / methanol / 20 °C

2: 89 percent / camphorsulfonic acid / acetone / 6 h / 55 °C

With camphor-10-sulfonic acid; ammonia; In methanol; acetone;

DOI:10.1021/jm049408n

Reference yield:

3-iodobenzylamine hydrochloride (3718-88-5) → N6-(3-iodobenzyl)-2-chloro-9H-(2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranosyl)adenine (849242-02-0)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / ethanol / 2 h / Heating

2: NH₃ / methanol / 20 °C

3: 89 percent / camphorsulfonic acid / acetone / 6 h / 55 °C

With TEA; camphor-10-sulfonic acid; ammonia; In methanol; ethanol; acetone;

DOI:10.1021/jm049408n

upstream raw materials:

(2R,3R,4R,5R)-2-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-5-hydroxymethyl-3-methyl-tetrahydro-furan-3,4-diol

2,2-dimethoxy-propane

3-iodobenzylamine hydrochloride

2,6-dichloro-9-(2-C-methyl-2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-9H-purine

Downstream raw materials:

1-deoxy-1-[N⁶-(3-iodobenzyl)-2-chloro-9H-purin-9-yl]-2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranoic acid

ethyl 1-deoxy-1-[N⁶-(3-iodobenzyl)-9H-purin-9-yl]-3-C-methyl-2,3-O-isopropylidene-β-D-ribofuranuroate

ethyl 1-deoxy-1-[N⁶-(3-iodobenzyl)-2-chloro-9H-purin-9-yl]-2-C-methyl-2,3-O-isopropylidene-β-D-ribofuranuroate

(2S,3R,4R,5R)-5-[2-Chloro-6-(3-iodo-benzylamino)-purin-9-yl]-3,4-dihydroxy-4-methyl-tetrahydro-furan-2-carboxylic acid methylamide

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