(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

Base Information

Chemical Name:(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid
CAS No.:120686-13-7
Molecular Formula:C₂₁H₂₄N₂O₅
Molecular Weight:384.432
Hs Code.:

Synonyms:(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

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Chemical Property of (S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

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Technology Process of (S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

There total 8 articles about (S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic 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: 63.7%

: N-<3-<(Hydroxyamino)carbonyl>-2-benzylidene-1-oxopropyl>-N-methyl-L-alanine

: 120686-13-7
(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

Guidance literature:: With hydrogen; palladium on activated charcoal; In methanol; for 5h; Ambient temperature;
DOI:10.1021/jm00127a017

Reference yield:

: 2899-07-2
(S)-N-benzyloxycarbonyl-N-methyl-phenyl alanine

: 120686-13-7
(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 7 steps

1: benzene / 0.5 h / Heating

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

3: 100 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

4: 49.5 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

5: 31 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

6: 63.7 percent / boron tris(trifluoroacetate) / trifluoroacetic acid / 0.67 h / 0 °C

7: 63.7 percent / hydrogen / 10 percent Pd/charcoal / methanol / 5 h / Ambient temperature

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

Reference yield:

: 87439-00-7
3-(ethoxycarbonyl)-2-benzylidenepropanoic acid

: 120686-13-7
(S)-2-[(2-Hydroxycarbamoylmethyl-3-phenyl-propionyl)-methyl-amino]-3-phenyl-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

2: 49.5 percent / 1 M NaOH / ethanol; H₂O / 1.) 0 deg C, 1 h, 2.) r.t., 5 h

3: 31 percent / triethylamine, 1-hydroxybenzotriazole, N,N'-dicyclohexylcarbodiimide / tetrahydrofuran; CHCl₃ / 1.) 0 deg C, 1 h, 2.) r.t., overnight

4: 63.7 percent / boron tris(trifluoroacetate) / trifluoroacetic acid / 0.67 h / 0 °C

5: 63.7 percent / hydrogen / 10 percent Pd/charcoal / methanol / 5 h / Ambient temperature

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