(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

Base Information

Chemical Name:(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester
CAS No.:331728-62-2
Molecular Formula:C₂₄H₂₈ClN₉O₆
Molecular Weight:573.996
Hs Code.:

(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

Synonyms:(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

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Chemical Property of (2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

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Technology Process of (2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

There total 13 articles about (2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester 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: 81.0%

: 331728-87-1
2-aminomethyl-4-chlorophenoxyacetic acid tert-butyl ester

: 331728-86-0
(2S,3S,4R,5R)-3-azido-5-(6-chloro-purin-9-yl)-4-hydroxy-tetrahydro-furan-2-carboxylic acid methylamide

: 331728-62-2
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

Guidance literature:: With triethylamine; In ethanol; at 70 ℃; for 2.5h;
DOI:10.1016/j.bmcl.2006.01.088

Reference yield:

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

: 331728-62-2
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 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

With ammonium hydroxide; hydrogen; triethylamine; nickel; In methanol; ethanol;
DOI:10.1016/j.bmcl.2006.01.088

Reference yield:

: 5292-43-3
bromoacetic acid tert-butyl ester

: 331728-62-2
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 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

With ammonium hydroxide; hydrogen; sodium hydride; triethylamine; nickel; In methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2006.01.088