(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

Base Information

Chemical Name:(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide
CAS No.:213536-55-1
Molecular Formula:C₂₂H₂₃ClIN₇O₅
Molecular Weight:627.826
Hs Code.:

Synonyms:(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

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Chemical Property of (3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

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Technology Process of (3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

There total 1 articles about (3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide 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: 62.0%

: 162936-24-5
N-ethyl-1'-deoxy-1'-(6-amino-2-iodo-9H-purin-9-yl)-2',3'-O-isopropylidene-β-D-ribofuranuronamide

: 2909-38-8
m-chlorophenyl isocyanate

: 213536-55-1
(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

Guidance literature:: With triethylamine; In tetrahydrofuran; at 110 ℃; for 24h;
DOI:10.1021/jm980147p

Reference yield: 67.0%

: 213536-55-1
(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

: 213536-44-8
(2S,3S,4R,5R)-5-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide

Guidance literature:: With hydrogenchloride; In 1,4-dioxane; at 65 ℃; for 1h;
DOI:10.1021/jm980147p

Reference yield:

: 213536-55-1
(3aS,4S,6R,6aR)-6-{6-[3-(3-Chloro-phenyl)-ureido]-2-iodo-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

: (2S,3S,4R,5R)-5-{6-[3-(3-Chloro-phenyl)-ureido]-2-hex-1-ynyl-purin-9-yl}-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 2 steps

1: 67 percent / 1 N aq. HCl / dioxane / 1 h / 65 °C

2: 75 percent / <(Ph)3P>2-PdCl₂, CuI, Et₃N / acetonitrile; dimethylformamide / 16 h / Ambient temperature

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In 1,4-dioxane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jm980147p