(S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester
• CAS No.: 169605-01-0
• Molecular Formula: C₂₀H₂₁ClN₂O₅
• Molecular Weight: 404.85
• Mol file: 169605-01-0.mol

Synonyms:(S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester

There total 2 articles about (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl 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: 100.0%

3-(Chloromethyl)benzoyl chloride (63024-77-1) + methyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate hydrochloride (35761-27-4,96192-93-7) → (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester (169605-01-0)

Guidance literature:

With triethylamine; In chloroform; for 3h;

DOI:10.1016/S0968-0896(97)00013-8

Reference yield:

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid (35761-26-3) → (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester (169605-01-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / 4 N HCl / dioxane / 2 h

2: 100 percent / Et₃N / CHCl₃ / 3 h

With hydrogenchloride; triethylamine; In 1,4-dioxane; chloroform;

DOI:10.1016/S0968-0896(97)00013-8

Reference yield: 55.0%

4-cyanophenol (767-00-0) + (S)-2-Benzyloxycarbonylamino-3-(3-chloromethyl-benzoylamino)-propionic acid methyl ester (169605-01-0) → (S)-2-Benzyloxycarbonylamino-3-[3-(4-cyano-phenoxymethyl)-benzoylamino]-propionic acid methyl ester (169605-02-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

DOI:10.1016/S0968-0896(97)00013-8

upstream raw materials:

3-(Chloromethyl)benzoyl chloride

methyl (2S)-3-amino-2-{[(benzyloxy)carbonyl]amino}propanoate hydrochloride

(S)-3-amino-2-(((benzyloxy)carbonyl)amino)propanoic acid

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-3-[3-(4-cyano-phenoxymethyl)-benzoylamino]-propionic acid methyl ester