(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

Base Information

Chemical Name:(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid
CAS No.:120686-30-8
Molecular Formula:C₂₅H₂₉NO₅
Molecular Weight:423.509
Hs Code.:

Synonyms:(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic 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 (E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

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Technology Process of (E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

There total 5 articles about (E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic 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: 51.5%

: 120686-22-8
(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid ethyl ester

: 120686-30-8
(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

Guidance literature:: With sodium hydroxide; In ethanol; water; 1.) 0 deg C, 1 h, 2.) r.t., 5 h;
DOI:10.1021/jm00127a017

Reference yield:

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

: 120686-30-8
(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

Guidance literature:: Multi-step reaction with 4 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

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

Reference yield:

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

: 120686-30-8
(E)-3-((S)-1-tert-Butoxycarbonylmethyl-2-phenyl-ethylcarbamoyl)-4-phenyl-but-3-enoic acid

Guidance literature:: Multi-step reaction with 3 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

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