N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester

Base Information

• Chemical Name: N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester
• CAS No.: 103654-87-1
• Molecular Formula: C₂₅H₃₃Cl₃N₂O₈
• Molecular Weight: 595.905
• Mol file: 103654-87-1.mol

Synonyms:N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester

Chemical Property of N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester

There total 2 articles about N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline 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:

N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine (92893-50-0) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester (103654-87-1)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 3.5 h / Ambient temperature

2: Et₃N / CH₂Cl₂ / Ambient temperature

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/jm00168a013

Reference yield:

(S)-2-[((S)-1-Chlorocarbonyl-ethyl)-(2,2,2-trichloro-ethoxycarbonyl)-amino]-4-phenyl-butyric acid ethyl ester (92893-51-1) + trans-4-hydroxy-L-proline ethyl ester hydrochloride (33996-30-4) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester (103654-87-1)

Guidance literature:

With triethylamine; In dichloromethane; Yield given; Ambient temperature;

DOI:10.1021/jm00168a013

Reference yield: 95.0%

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-4-hydroxyproline ethyl ester (103654-87-1) → N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-prolin-4-one ethyl ester (103580-24-1)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 72h; Ambient temperature;

DOI:10.1021/jm00168a013

upstream raw materials:

(S)-2-[((S)-1-Chlorocarbonyl-ethyl)-(2,2,2-trichloro-ethoxycarbonyl)-amino]-4-phenyl-butyric acid ethyl ester

trans-4-hydroxy-L-proline ethyl ester hydrochloride

N-[(1S)-1-(ethoxycarbonyl)-3-phenylpropyl]-N-(2,2,2-trichloroethoxycarbonyl)-L-alanine

Downstream raw materials:

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-L-prolin-4-one ethyl ester

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-amino-L-proline ethyl ester

N--N'-<(2,2,2-trichloroethoxy)carbonyl>-L-alanyl>-(4S)-4-azido-L-proline ethyl ester

N--L-alanyl>-4-2-(3-sulfamyl-4-chlorobenzoyl)hydrazino>-L-proline ethyl ester

Refernces