(3aS,4S,6R,6aR)-6-{6-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-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-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide
CAS No.:127258-38-2
Molecular Formula:C₂₃H₂₈ClN₇O₄
Molecular Weight:501.973
Hs Code.:

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

There total 5 articles about (3aS,4S,6R,6aR)-6-{6-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-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:

: 24639-06-3
((3aR,4R,6R,6aR)-6-(6-amino-2-chloro-9H-purin-9-yl)-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methanol

: 127258-38-2
(3aS,4S,6R,6aR)-6-{6-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / aq. KOH, KMnO₄ / H₂O / 72 h

2: SOCl₂ / dimethylformamide / 2 h / 50 °C

3: CH₂Cl₂ / 1 h / Ambient temperature

4: 3 h / 130 °C

With potassium hydroxide; potassium permanganate; thionyl chloride; In dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jm00169a015

Reference yield:

: 72209-19-9
2-chloro-2',3'-O-isopropylideneadenosine-5'-carboxylic acid

: 127258-38-2
(3aS,4S,6R,6aR)-6-{6-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 3 steps

1: SOCl₂ / dimethylformamide / 2 h / 50 °C

2: CH₂Cl₂ / 1 h / Ambient temperature

3: 3 h / 130 °C

With thionyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00169a015

Reference yield:

: 146-77-0
2-Chloroadenosine

: 127258-38-2
(3aS,4S,6R,6aR)-6-{6-Amino-2-[2-(4-chloro-phenyl)-ethylamino]-purin-9-yl}-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxole-4-carboxylic acid ethylamide

Guidance literature:: Multi-step reaction with 5 steps

1: 58 percent / camphorsulfonic acid / acetone / 16 h / Ambient temperature

2: 74 percent / aq. KOH, KMnO₄ / H₂O / 72 h

3: SOCl₂ / dimethylformamide / 2 h / 50 °C

4: CH₂Cl₂ / 1 h / Ambient temperature

5: 3 h / 130 °C

With potassium hydroxide; potassium permanganate; thionyl chloride; camphor-10-sulfonic acid; In dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00169a015