N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

Base Information

Chemical Name:N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester
CAS No.:135832-59-6
Molecular Formula:C₃₀H₄₂N₂O₆
Molecular Weight:526.673
Hs Code.:

Synonyms:N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

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Chemical Property of N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

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Technology Process of N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

There total 3 articles about N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine 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: 92.0%

: 135832-58-5
N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-(tert-butyldimethylsiloxy)-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine methyl ester

: 135832-59-6
N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1021/jm00113a025

Reference yield:

: 6306-52-1
L-valine methylester hydrochloride

: 135832-59-6
N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 92 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 3 h / Ambient temperature

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; 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

: 135832-59-6
N-<5(S)-<(tert-butoxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl>valine methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 92 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 3 h / Ambient temperature

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