N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

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Chemical Name:N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide
CAS No.:126410-18-2
Molecular Formula:C₃₆H₅₄N₄O₆
Molecular Weight:638.848
Hs Code.:

Synonyms:N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

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Chemical Property of N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

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Technology Process of N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

There total 6 articles about N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide 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: 81.0%

: 135832-75-6
{(1S,2S,4R)-1-Benzyl-2-(tert-butyl-dimethyl-silanyloxy)-4-[(S)-2-methyl-1-(3-morpholin-4-yl-propylcarbamoyl)-propylcarbamoyl]-5-phenyl-pentyl}-carbamic acid tert-butyl ester

: 126410-18-2
N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

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

Reference yield:

: 123-00-2
4-(3-Aminopropyl)morpholine

: 126410-18-2
N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

Guidance literature:: Multi-step reaction with 2 steps

1: 75 percent / 1-hydroxybenzotriazole (HOBT), 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride (EDC), triethylamine / dimethylformamide / 18 h / Ambient temperature

2: 81 percent / tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / 18 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:

: 6306-52-1
L-valine methylester hydrochloride

: 126410-18-2
N'-(3-morpholinopropyl)-N-{5(S)-[(tert-butoxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-(phenylmethyl)hexanoyl}valine amide

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

4: 81 percent / 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