Glycine, N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[( phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl ester

Base Information

Chemical Name:Glycine, N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[( phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl ester
CAS No.:815645-26-2
Molecular Formula:C28H35N7O7
Molecular Weight:581.629
Hs Code.:

Glycine,
N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[(
phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl ester

Synonyms:

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Chemical Property of Glycine, N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[( phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl ester

Chemical Property:

Purity/Quality:

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Hazard Codes:

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Technology Process of Glycine, N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[( phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl ester

There total 7 articles about Glycine, N-[(1S,2S)-2-[[(1,1-dimethylethoxy)carbonyl]amino]cyclopentyl]-N-[[6-[[( phenylmethoxy)carbonyl]amino]-9H-purin-9-yl]acetyl]-, methyl 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: 63.0%

: 149376-67-0
[6-N-(benzyloxycarbonyl)-adenin-9-yl]-acetic acid

: 815645-23-9
tert-butyl (1S,2S)-2-((methoxycarbonyl)methylamino)cyclopentylcarbamate

: 815645-26-2
methyl N-[(2S)-tert-butoxycarbonylaminocyclopent-(1S)-yl]-N-[6-N-(benzyloxycarbonyl)adenin-9-ylacetyl]glycinate

Guidance literature:: With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 36h;
DOI:10.1021/ja046280q

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 815645-26-2
methyl N-[(2S)-tert-butoxycarbonylaminocyclopent-(1S)-yl]-N-[6-N-(benzyloxycarbonyl)adenin-9-ylacetyl]glycinate

Guidance literature:: Multi-step reaction with 7 steps

1.1: Et₃N; ethyl chloroformate / tetrahydrofuran / 0.33 h / 0 °C

1.2: aq. NaN₃ / tetrahydrofuran / 0.33 h / 0 °C

2.1: 2.15 g / benzene / 0.5 h / Heating

3.1: 89 percent / CuCl / dimethylformamide / 0.75 h / 20 °C

4.1: H₂ / Pd/C / methanol / 12 h / 2844.31 Torr

5.1: 1.26 g / Et₃N / dimethylformamide / 3 h / 20 °C

6.1: 63 percent / dimethylaminopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 36 h / 20 °C

With dmap; hydrogen; chloroformic acid ethyl ester; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 3.1: Curtius rearrangement;
DOI:10.1021/ja046280q

Reference yield:

: 143679-80-5
(1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid

: 815645-26-2
methyl N-[(2S)-tert-butoxycarbonylaminocyclopent-(1S)-yl]-N-[6-N-(benzyloxycarbonyl)adenin-9-ylacetyl]glycinate

Guidance literature:: Multi-step reaction with 6 steps

1.1: Et₃N; ethyl chloroformate / tetrahydrofuran / 0.33 h / 0 °C

1.2: aq. NaN₃ / tetrahydrofuran / 0.33 h / 0 °C

2.1: 2.15 g / benzene / 0.5 h / Heating

3.1: 89 percent / CuCl / dimethylformamide / 0.75 h / 20 °C

4.1: H₂ / Pd/C / methanol / 12 h / 2844.31 Torr

5.1: 1.26 g / Et₃N / dimethylformamide / 3 h / 20 °C

6.1: 63 percent / dimethylaminopyridine; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / dimethylformamide / 36 h / 20 °C

With dmap; hydrogen; chloroformic acid ethyl ester; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; benzene; 2.1: Curtius rearrangement;
DOI:10.1021/ja046280q