3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

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Chemical Name:3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid
CAS No.:331843-18-6
Molecular Formula:C₂₄H₃₅N₅O₉
Molecular Weight:537.57
Hs Code.:

Synonyms:3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

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Chemical Property of 3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

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Technology Process of 3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

There total 3 articles about 3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid 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: 65.0%

: 331843-16-4
(S)-3-Amino-4-(4-hydroxy-phenylamino)-butyric acid benzyl ester

: 331843-13-1
N-acetyl-L-aspartyl-L-valinyl-L-alanine β-benzyl ester

: 331843-18-6
3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

Guidance literature:: (S)-3-Amino-4-(4-hydroxy-phenylamino)-butyric acid benzyl ester; N-acetyl-L-aspartyl-L-valinyl-L-alanine β-benzyl ester; With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane; at 20 ℃; for 24h;

With hydrogen; palladium on activated charcoal;
DOI:10.1016/S0968-0896(00)00222-4

Reference yield:

: 68858-20-8
Fmoc-Val-OH

: 331843-18-6
3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: EDC; HOBt / CH₂Cl₂

1.2: 87 percent / Et₂NH / dimethylformamide

2.1: EDC; HOBt / CH₂Cl₂

2.2: 75 percent / CF₃COOH / CH₂Cl₂

3.1: EDC; Et₃N / CH₂Cl₂ / 24 h / 20 °C

3.2: 65 percent / H₂ / Pd/C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane;
DOI:10.1016/S0968-0896(00)00222-4

Reference yield:

: 137538-34-2
L-valinyl-L-alanine t-butyl ester

: 331843-18-6
3-(S)-N-(N'-acetyl-L-aspartyl-L-valinyl-L-alanyl)-4-N''-(p-hydroxylphenyl)-butyric acid

Guidance literature:: Multi-step reaction with 2 steps

1.1: EDC; HOBt / CH₂Cl₂

1.2: 75 percent / CF₃COOH / CH₂Cl₂

2.1: EDC; Et₃N / CH₂Cl₂ / 24 h / 20 °C

2.2: 65 percent / H₂ / Pd/C

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In dichloromethane;
DOI:10.1016/S0968-0896(00)00222-4