(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

Base Information

Chemical Name:(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide
CAS No.:331728-58-6
Molecular Formula:C₂₄H₂₈ClN₁₁O₅
Molecular Weight:586.01
Hs Code.:

(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

Synonyms:(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

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Chemical Property of (2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

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Technology Process of (2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

There total 16 articles about (2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide 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:

: 331728-59-7
(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-(4-tert-butyloxycarbonyl)-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

: 331728-58-6
(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 1h;

Reference yield:

: 331729-12-5
2-cyano-4-chlorophenoxyacetic acid tert-butyl ester

: 331728-58-6
(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 4 steps

1: 360 mg / H₂; ammonium hydroxide / Raney nickel / methanol / 2 h / 2068.59 Torr

2: 81 percent / triethylamine / ethanol / 2.5 h / 70 °C

3: trifluoroacetic acid / 3 h / 20 °C

4: EDCl; HOBt / dimethylformamide

With ammonium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; nickel; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.01.088

Reference yield:

: 13589-72-5
5-chloro-2-hydroxybenzonitrile

: 331728-58-6
(2S,3S,4R,5R)3-azido-5-{6-[5-chloro-2-(2-oxo-2-piperazin-1-yl-ethoxy)-benzylamino]-purin-9-yl}-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium hydride / dimethylformamide / 0.25 h / -10 °C

1.2: 97 percent / dimethylformamide / 2 h

2.1: 360 mg / H₂; ammonium hydroxide / Raney nickel / methanol / 2 h / 2068.59 Torr

3.1: 81 percent / triethylamine / ethanol / 2.5 h / 70 °C

4.1: trifluoroacetic acid / 3 h / 20 °C

5.1: EDCl; HOBt / dimethylformamide

With ammonium hydroxide; hydrogen; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; nickel; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.01.088