(S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

Base Information

• Chemical Name: (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester
• CAS No.: 201293-41-6
• Molecular Formula: C₂₄H₂₈N₂O₅
• Molecular Weight: 424.497

Synonyms:(S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

Chemical Property of (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

Chemical Property:

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Technology Process of (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

There total 2 articles about (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester 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: 80.0%

benzyl chloroformate (501-53-1,94274-21-2) + (S)-2-((S)-3-Methyl-2-oxo-piperazin-1-yl)-3-phenyl-propionic acid ethyl ester (201293-39-2) → (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (201293-41-6)

Guidance literature:

In dichloromethane; for 24h; Ambient temperature;

DOI:10.1248/cpb.45.1940

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → (S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (201293-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. K₂CO₃, NaOH, 2.) conc. H₂SO₄ / 1.) 90 deg C, 5 h, 2.) EtOH, reflux, 24 h

2: 80 percent / CH₂Cl₂ / 24 h / Ambient temperature

With sodium hydroxide; sulfuric acid; potassium carbonate; In dichloromethane;

DOI:10.1248/cpb.45.1940

Reference yield: 87.0%

(S)-4-((S)-1-Ethoxycarbonyl-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (201293-41-6) → (S)-4-((S)-1-Carboxy-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (201293-42-7)

Guidance literature:

With sodium hydroxide; In methanol; for 5h; Ambient temperature;

DOI:10.1248/cpb.45.1940

upstream raw materials:

benzyl chloroformate

(S)-2-((S)-3-Methyl-2-oxo-piperazin-1-yl)-3-phenyl-propionic acid ethyl ester

L-phenylalanine

Downstream raw materials:

(S)-4-((S)-1-Carboxy-2-phenyl-ethyl)-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

((S)-2-{(S)-4-[(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionyl]-3-methyl-2-oxo-piperazin-1-yl}-3-phenyl-propionylamino)-acetic acid ethyl ester

(S)-4-[(S)-1-(Ethoxycarbonylmethyl-carbamoyl)-2-phenyl-ethyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

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