(S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester

Base Information

• Chemical Name: (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester
• CAS No.: 80465-45-8
• Molecular Formula: C₁₈H₂₄N₂O₄
• Molecular Weight: 332.4
• Mol file: 80465-45-8.mol

Synonyms:(S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester

Chemical Property of (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester

There total 5 articles about (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl 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: 97.0%

(L)-phenylalanine ethyl ester hydrochloride (3182-93-2) + 3-Acetyl-4-prop-(Z)-ylidene-oxazolidine-2,5-dione (80465-35-6) → (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester (80465-45-8)

Guidance literature:

With triethylamine; In tetrahydrofuran; Ambient temperature;

DOI:10.1248/cpb.32.3934

Reference yield: 97.0%

H-Phe-OEt (3081-24-1) + 3-Acetyl-4-prop-(Z)-ylidene-oxazolidine-2,5-dione (80465-35-6) → (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester (80465-45-8)

Guidance literature:

In tetrahydrofuran; for 0.666667h; Ambient temperature;

DOI:10.1246/cl.1981.1635

Reference yield:

(Z)-2-Benzyloxycarbonylamino-pent-2-enoic acid (72015-58-8) → (S)-2-((Z)-2-Acetylamino-pent-2-enoylamino)-3-phenyl-propionic acid ethyl ester (80465-45-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / thionyl chloride, acetyl chloride / 4 h / Ambient temperature

2: 90 percent / tetrahydrofuran / Ambient temperature

3: 97 percent / triethylamine / tetrahydrofuran / Ambient temperature

With thionyl chloride; triethylamine; acetyl chloride; In tetrahydrofuran;

DOI:10.1248/cpb.32.3934

upstream raw materials:

H-Phe-OEt

3-Acetyl-4-prop-(Z)-ylidene-oxazolidine-2,5-dione

(L)-phenylalanine ethyl ester hydrochloride

(Z)-2-Benzyloxycarbonylamino-pent-2-enoic acid