(Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Base Information

• Chemical Name: (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate
• CAS No.: 1337918-86-1
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 1337918-86-1.mol

Synonyms:(Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Chemical Property of (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

There total 3 articles about (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate 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:

methyl 2-(benzyloxycarbonyl)acrylate (116280-25-2) + 4-iodo-2,6-dimethylbenzenamine hydrochloride (138385-59-8) → (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate (1337918-86-1) + (E)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Guidance literature:

With tetrabutyl-ammonium chloride; triethylamine; palladium diacetate; In tetrahydrofuran; for 3h; Reflux;

Reference yield:

2,6-dimethylaniline (87-62-7) → (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate (1337918-86-1) + (E)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate; Iodine monochloride / dichloromethane; methanol / 4 h / 20 °C

2: triethylamine; tetrabutyl-ammonium chloride / palladium diacetate / tetrahydrofuran / 3 h / Reflux

With tetrabutyl-ammonium chloride; Iodine monochloride; sodium hydrogencarbonate; triethylamine; palladium diacetate; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

(S)-methyl 2-(benzyloxycarbonyl)-3-hydroxypropanoate → (Z)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate (1337918-86-1) + (E)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)acrylate

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; methanesulfonyl chloride / dichloromethane / 2 h / -15 - 20 °C

2: triethylamine; tetrabutyl-ammonium chloride / palladium diacetate / tetrahydrofuran / 3 h / Reflux

With tetrabutyl-ammonium chloride; methanesulfonyl chloride; triethylamine; palladium diacetate; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2,6-dimethylaniline

methyl 2-(benzyloxycarbonyl)acrylate

4-iodo-2,6-dimethylbenzenamine hydrochloride

Downstream raw materials:

(R)-methyl 2-(((benzyloxy)carbonyl)amino)-3-(7-methyl-1H-indazol-5-yl)propanoate

(R)-methyl 3-(4-amino-3,5-dimethylphenyl)-2-(benzyloxycarbonyl)propanoate