ethyl 3-phenyl-N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-alaninate

Base Information

• Chemical Name: ethyl 3-phenyl-N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-alaninate
• CAS No.: 18532-06-4
• Molecular Formula: C24H28 N2 O5
• Molecular Weight: 424.497
• Mol file: 18532-06-4.mol

Synonyms:1-Pyrrolidinecarboxylicacid, 2-[(a-carboxyphenethyl)carbamoyl]-,1-benzyl ethyl ester (8CI)

Chemical Property of ethyl 3-phenyl-N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-alaninate

Chemical Property:

• Vapor Pressure: 3.4E-15mmHg at 25°C
• Boiling Point: 617.8°Cat760mmHg
• Flash Point: 327.5°C
• PSA: 84.94000
• Density: 1.217g/cm³
• LogP: 3.40700

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-phenyl-N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-alaninate

There total 3 articles about ethyl 3-phenyl-N-[1-[(phenylmethoxy)carbonyl]-L-prolyl]-L-alaninate 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: 75.0%

Phe-OEt * TosOH (5002-64-2) + N-Benzyloxycarbonyl-L-proline (1148-11-4) → Z-L-Pro-L-Phe-OEt (18532-06-4)

Guidance literature:

DOI:10.1246/bcsj.57.97

Reference yield:

N-Benzyloxycarbonyl-L-proline (1148-11-4) → Z-L-Pro-L-Phe-OEt (18532-06-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 69.6 percent / EDAC / tetrahydrofuran

2: CH₃COONa; TsOH; AcOH / acetonitrile / 504 h / Ambient temperature

With sodium acetate; toluene-4-sulfonic acid; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; acetonitrile;

Reference yield:

ethyl 2-amino-3-phenylpropanoate hydrochloride (3182-93-2) + Z-Pro-OCamp (98807-05-7) → Z-L-Pro-D-Phe-OEt (98807-11-5) + Z-L-Pro-L-Phe-OEt (18532-06-4)

Guidance literature:

With sodium acetate; toluene-4-sulfonic acid; acetic acid; In acetonitrile; for 504h; Yield given; Ambient temperature;

upstream raw materials:

ethyl 2-amino-3-phenylpropanoate hydrochloride

Z-Pro-OCamp

Phe-OEt * TosOH

N-Benzyloxycarbonyl-L-proline

Downstream raw materials:

C₆₁H₇₆N₈O₁₂

[((S)-1-{(S)-1-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-pyrrolidine-2-carbonyl)-amino]-acetic acid benzyl ester

[((S)-1-{(S)-1-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionyl]-pyrrolidine-2-carbonyl}-pyrrolidine-2-carbonyl)-amino]-acetic acid

(2-{2-[(S)-2-({(S)-1-[(S)-2-((S)-2-Benzyloxycarbonylamino-3-methyl-butyrylamino)-3-(4-hydroxy-phenyl)-propionyl]-pyrrolidine-2-carbonyl}-amino)-3-phenyl-propionylamino]-acetylamino}-acetylamino)-acetic acid ethyl ester

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