(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

Base Information

Chemical Name:(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid
CAS No.:120686-47-7
Molecular Formula:C₂₈H₂₈N₂O₅
Molecular Weight:472.541
Hs Code.:

Synonyms:(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

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Technology Process of (S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

There total 7 articles about (S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-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: 46.0%

: 120686-39-7
(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid tert-butyl ester

: 120686-47-7
(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; 1.) 0 deg C, 1 h, 2.) 4 deg C, overnight;
DOI:10.1021/jm00127a017

Reference yield:

: 26250-86-2
(S)-3-benzyloxycarbonylamino-4-phenylbutyric acid

: 120686-47-7
(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

Guidance literature:: Multi-step reaction with 6 steps

1: benzene / 0.5 h / Heating

2: hydrogen / 10 percent Pd/charcoal / methanol / 5 h / Ambient temperature

3: 87.8 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

4: 51.5 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

5: 61.4 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

6: 46 percent / trifluoroacetic acid / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) 4 deg C, overnight

With sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water; benzene;
DOI:10.1021/jm00127a017

Reference yield:

: 200267-79-4
(S)-3-Benzyloxycarbonylamino-4-phenyl-butyric acid tert-butyl ester

: 120686-47-7
(S)-3-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-4-phenyl-butyric acid

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogen / 10 percent Pd/charcoal / methanol / 5 h / Ambient temperature

2: 87.8 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

3: 51.5 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

4: 61.4 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

5: 46 percent / trifluoroacetic acid / CH₂Cl₂ / 1.) 0 deg C, 1 h, 2.) 4 deg C, overnight

With sodium hydroxide; hydrogen; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; water;
DOI:10.1021/jm00127a017