5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid

Base Information

Chemical Name:5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid
CAS No.:120686-53-5
Molecular Formula:C₂₃H₂₆N₂O₅
Molecular Weight:410.47
Hs Code.:

Synonyms:5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid

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Chemical Property of 5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid

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Technology Process of 5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid

There total 6 articles about 5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic 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: 80.7%

: 120686-45-5
5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid tert-butyl ester

: 120686-53-5
5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic 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:

: 63983-88-0
tert-butyl 5-{[(benzyloxy)carbonyl]amino}pentanoate

: 120686-53-5
5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic acid

Guidance literature:: Multi-step reaction with 5 steps

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

2: 98.7 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

3: 58.1 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

4: 55.3 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

5: 80.7 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

Reference yield:

: 23135-50-4
5-(N-benzyloxycarbonylamino)pentanoic acid

: 120686-53-5
5-[(E)-2-(Benzyloxycarbamoyl-methyl)-3-phenyl-acryloylamino]-pentanoic 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: 98.7 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

4: 58.1 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

5: 55.3 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

6: 80.7 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