methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate

Base Information

• Chemical Name: methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate
• CAS No.: 192565-59-6
• Molecular Formula: C₁₈H₂₀ClNO₃
• Molecular Weight: 333.815
• Mol file: 192565-59-6.mol

Synonyms:methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate

Chemical Property of methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate

There total 2 articles about methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate 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: 85.0%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + N-4-chlorobenzylidene-2-hydroxyaniline (117909-29-2,5348-11-8) → methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate (192565-59-6)

Guidance literature:

With (S)-3,3'-bis(2,4,6-trimethyl-3,5-dinitrophenyl)-1,1'-binaphthyl phosphate; In toluene; at -78 ℃; for 24h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201603929

Reference yield:

(E)-N-(4-chlorobenzylidene)-2-hydroxyaniline (117909-29-2) + 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) → methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate (192565-59-6) + methyl (S)-3-(4-chlorophenyl)-2,2-dimethyl-3-[(2-hydroxyphenyl)amino]propionate

Guidance literature:

(E)-N-(4-chlorobenzylidene)-2-hydroxyaniline; 1-methoxy-2-methyl-1-trimethylsiloxy-1-propene; With (R)-(-)-3,3'-bis(4-nitrophenyl)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; In toluene; at -78 ℃; for 24h;

With potassium fluoride; sodium hydrogencarbonate; In water; toluene; at -78 ℃; Title compound not separated from byproducts;

DOI:10.1002/anie.200353240

Reference yield:

methyl (R)-3-(4-chlorophenyl)-3-N-(2-hydroxyphenyl)amino-2,2-dimethylpropionate (192565-59-6) + methyl iodide (74-88-4) → (R)-3-(4-Chloro-phenyl)-3-(2-methoxy-phenylamino)-2,2-dimethyl-propionic acid methyl ester

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃; for 8h;

DOI:10.1021/ja001642p

upstream raw materials:

(E)-N-(4-chlorobenzylidene)-2-hydroxyaniline

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

N-4-chlorobenzylidene-2-hydroxyaniline