((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

Base Information

Chemical Name:((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester
CAS No.:135832-73-4
Molecular Formula:C₃₄H₄₇N₅O₅
Molecular Weight:605.778
Hs Code.:

((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-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-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-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-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

There total 5 articles about ((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-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-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

: 135832-73-4
((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 20h; Yield given; Ambient temperature;
DOI:10.1021/jm00113a025

Reference yield:

: 3392-08-3
tert-(butoxycarbonyl)isoleucine succinimidyl ester

: 135832-73-4
((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

2: HCl (gas) / ethyl acetate / 0.33 h / -25 °C

3: 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 20 h / Ambient temperature

4: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 20 h / Ambient temperature

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

Reference yield:

: 13139-16-7,35264-07-4,55721-65-8,55780-90-0,116194-21-9
N-tert-butyloxy-isoleucine

: 135832-73-4
((1S,2S,4R)-1-Benzyl-2-hydroxy-4-{(S)-1-[(1H-imidazol-2-ylmethyl)-carbamoyl]-2-methyl-butylcarbamoyl}-5-phenyl-pentyl)-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC) / dimethylformamide / 18 h / Ambient temperature

2: triethylamine / 1,2-dimethoxy-ethane / 18 h / Ambient temperature

3: HCl (gas) / ethyl acetate / 0.33 h / -25 °C

4: 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 20 h / Ambient temperature

5: tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 20 h / Ambient temperature

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