methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate

Base Information

• Chemical Name: methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate
• CAS No.: 162465-44-3
• Molecular Formula: C₁₆H₂₂ClNO₅
• Molecular Weight: 343.807
• Mol file: 162465-44-3.mol

Synonyms:methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate

Chemical Property of methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate

There total 8 articles about methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate 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: 99.0%

dimethyl sulfate (77-78-1) + (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid (478183-57-2) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate (162465-44-3)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 2h;

DOI:10.1016/j.ejmech.2020.112364

Reference yield: 97.0%

(Z)-methyl 3-(3-chloro-4-methoxyphenyl)-2-(tert-butoxycarbonylamino)acrylate (1270191-76-8) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate (162465-44-3)

Guidance literature:

With (-)-1,2-bis-[(2R,5R)-2,5-diethylphospholano]benzene(cyclooctadiene)rhodium(I) tetrafluoroborate; hydrogen; In methanol; for 21.5h; under 2250.23 - 4500.45 Torr; optical yield given as %ee; enantioselective reaction; hydrogenation apparatus;

DOI:10.3762/bjoc.7.32

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + D-tyrosine methylester hydrochloride (3728-20-9) + methyl iodide (74-88-4) → methyl (2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-methoxyphenyl)propanoate (162465-44-3)

Guidance literature:

D-tyrosine methylester hydrochloride; With thionyl chloride; acetic acid; In dichloromethane; Inert atmosphere;

di-tert-butyl dicarbonate; With sodium hydrogencarbonate; In tetrahydrofuran; methanol; Inert atmosphere;

methyl iodide; With potassium carbonate; In acetone; Inert atmosphere;

upstream raw materials:

dimethyl sulfate

(2R)-2-[(tert-butoxycarbonyl)amino]-3-(3-chloro-4-hydroxyphenyl)propanoic acid

di-tert-butyl dicarbonate

tyrosine

Downstream raw materials:

methyl (2R)-2-(acryloylamino)-3-(3-chloro-4-methoxyphenyl)propanoate

(2R)-2-(acryloylamino)-3-(3-chloro-4-methoxyphenyl)propanoic acid

allyl (2S)-2-({3-[(N-acryloyl-3-chloro-O-methyl-D-tyrosyl)amino]-2,2-dimethylpropanoyl}oxy)-4-methylpentanoate

(3S,10R,16S)-16-[(2Z)-2-bromo-3-phenylprop-2-enyl]-10-(3-chloro-4-methoxybenzyl)-3-isobutyl-6,6-dimethyl-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone