(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

Base Information

Chemical Name:(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide
CAS No.:120629-52-9
Molecular Formula:C₃₀H₃₄N₄O₇
Molecular Weight:562.623
Hs Code.:

Synonyms:(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

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Chemical Property of (S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

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Technology Process of (S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

There total 8 articles about (S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide 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: 96.0%

: 120629-51-8
(S)-<<4-<(1,1-dimethylethoxy)carbonyl>benzoyl>-L-valyl>-N-<1-<(2-benzoxazolyl)carbonyl>-2-methylpropyl>-L-prolinamide

: 120629-52-9
(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

Guidance literature:: With trifluoroacetic acid; for 1.5h; Ambient temperature;
DOI:10.1021/jm00020a011

Reference yield:

: 95501-78-3
N-Benzyloxycarbonyl-L-valyl-L-prolyl-L-valinal

: 120629-52-9
(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

Guidance literature:: Multi-step reaction with 7 steps

1: water / tetrahydrofuran / 4.5 h / Ambient temperature

2: acetyl chloride / CHCl₃ / 16 h / Ambient temperature

3: 35 percent / ethanol / 4 h / 60 °C

4: 96 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 2585.7 Torr

5: 73 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole monohydrate / tetrahydrofuran / 16 h / Ambient temperature

6: 80 percent / t-BuOH, 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 16 h / Ambient temperature

7: 96 percent / TFA / 1.5 h / Ambient temperature

With water; hydrogen; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; acetyl chloride; trifluoroacetic acid; tert-butyl alcohol; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform;
DOI:10.1021/jm00020a011

Reference yield:

: 95-55-6
2-amino-phenol

: 120629-52-9
(S)-<(4-carboxybenzoyl)-L-valyl>-N-<1-<(2-benzoxazoyl)carbonyl>-2-methylpropyl>-L-prolinamide

Guidance literature:: Multi-step reaction with 5 steps

1: 35 percent / ethanol / 4 h / 60 °C

2: 96 percent / H₂ / 10percent Pd/C / ethanol / 6 h / 2585.7 Torr

3: 73 percent / 1-ethyl-3-<3-(dimethylamino)propyl>carbodiimide hydrochloride, 1-hydroxybenzotriazole monohydrate / tetrahydrofuran / 16 h / Ambient temperature

4: 80 percent / t-BuOH, 1,1,1-triacetoxy-1,1-dihydro-1,2-benziodoxol-3(1H)-one / CH₂Cl₂ / 16 h / Ambient temperature

5: 96 percent / TFA / 1.5 h / Ambient temperature

With hydrogen; Dess-Martin periodane; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; tert-butyl alcohol; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1021/jm00020a011