3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester

Base Information

• Chemical Name: 3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester
• CAS No.: 189361-75-9
• Molecular Formula: C₁₄H₁₆ClNO₃
• Molecular Weight: 281.739
• Mol file: 189361-75-9.mol

Synonyms:3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester

Chemical Property of 3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester

There total 1 articles about 3-(4-Chloromethyl-benzoylamino)-propionic acid allyl 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:

p-(chloromethyl)benzoic acid (1642-81-5) + β-alanine allyl ester hydrochloride → 3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester (189361-75-9)

Guidance literature:

With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; Yield given. Multistep reaction; 1.) CH₂Cl₂, 25 deg C, 2.) CH₂Cl₂, 25 deg C, 1 h.;

DOI:10.1021/jo962179v

Reference yield: 89.0%

3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester (189361-75-9) → 3-(4-Iodomethyl-benzoylamino)-propionic acid allyl ester (189361-49-7)

Guidance literature:

With sodium iodide; In acetone; for 2h; Heating;

DOI:10.1021/jo962179v

Reference yield:

3-(4-Chloromethyl-benzoylamino)-propionic acid allyl ester (189361-75-9) → Trifluoro-acetate1-[4-(2-carboxy-ethylcarbamoyl)-benzyl]-6-[(E)-hydroxyimino]-3-oxo-4-(propane-1-sulfonyl)-4-aza-1-azonia-bicyclo[3.2.2]nonane;

Guidance literature:

Multi-step reaction with 3 steps

1: 89 percent / NaI / acetone / 2 h / Heating

2: 1.) DMF, 45 deg C, 14 h, 2.) H₂O, acetonitrile, 25 deg C, 3 h.

3: 74 percent / triphenylphosphine, tetrakis(triphenylphosphine)palladium⁽⁰⁾, 2-ethylhexanoic acid, Et₃N / ethyl acetate; CH₂Cl₂ / 3 h / 35 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-Ethylhexanoic acid; triethylamine; triphenylphosphine; sodium iodide; In dichloromethane; ethyl acetate; acetone;

DOI:10.1021/jo962179v

upstream raw materials:

p-(chloromethyl)benzoic acid

Downstream raw materials:

3-(4-Iodomethyl-benzoylamino)-propionic acid allyl ester