{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

Base Information

Chemical Name:{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester
CAS No.:135832-72-3
Molecular Formula:C₃₆H₅₄N₄O₇
Molecular Weight:654.847
Hs Code.:

{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

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Chemical Property of {(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

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Technology Process of {(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

There total 5 articles about {(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic 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:

: {(1S,2S,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

: 135832-72-3
{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 18h; Yield given; Ambient temperature;
DOI:10.1021/jm00113a025

Reference yield:

: 6306-52-1
L-valine methylester hydrochloride

: 135832-72-3
{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 100 percent / LiOH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

3: 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 18 h / Ambient temperature

4: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 18 h / Ambient temperature

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a025

Reference yield:

: 98818-51-0
N-(1,1-dimethylethoxycarbonyl)-5(S)-amino-4(S)-(t-butyldimethylsilyloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoic acid

: 135832-72-3
{(1S,2S,4R)-1-Benzyl-2-hydroxy-4-[(S)-1-(2-hydroxy-3-morpholin-4-yl-propylcarbamoyl)-2-methyl-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 100 percent / LiOH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

3: 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 18 h / Ambient temperature

4: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 18 h / Ambient temperature

With lithium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00113a025