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

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
CAS No.:331728-61-1
Molecular Formula:C₂₀H₂₀ClN₉O₆
Molecular Weight:517.888
Hs Code.:

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

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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

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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

There total 14 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 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:

: 331728-62-2
(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

: 331728-61-1
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid

Guidance literature:: With trifluoroacetic acid; at 20 ℃; for 3h;
DOI:10.1016/j.bmcl.2006.01.088

Reference yield:

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

: 331728-61-1
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

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

: 331728-61-1
(2R,3R,4S,5S)(2-{[9-(4-azido-3-hydroxy-5-methylcarbamoyl-tetrahydrofuran-2-yl)-9H-purin-6-ylamino]-methyl}-4-chlorophenoxy)acetic acid

Guidance literature:: Multi-step reaction with 4 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

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