(S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate

Base Information

• Chemical Name: (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate
• CAS No.: 267651-21-8
• Molecular Formula: C₁₃H₁₄Cl₃NO₅
• Molecular Weight: 370.617
• Mol file: 267651-21-8.mol

Synonyms:(S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate

Chemical Property of (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate

There total 1 articles about (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)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: 97.0%

L-tyrosine methyl ester HCl (3417-91-2) + 2,2,2-Trichloroethyl chloroformate (17341-93-4) → (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate (267651-21-8)

Guidance literature:

With sodium hydrogencarbonate; In diethyl ether; water; at 20 ℃; for 10h;

DOI:10.1021/ol005547x

Reference yield: 71.0%

1-(3-bromo-2-methoxyphenyl)-2-chloroethanone (267651-24-1) + (S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate (267651-21-8) → 2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-{4-[2-(3-bromo-2-methoxyphenyl)-2-oxo-ethoxy]-phenyl}-propionic acid methyl ester (267651-25-2)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1021/ol005547x

Reference yield: 65.0%

(S)-methyl 3-(4-hydroxyphenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate (267651-21-8) → (S)-methyl 3-(4-hydroxy-3-nitrophenyl)-2-(2,2,2-trichloroethoxycarbonylamino)propanoate (1355021-78-1)

Guidance literature:

With tert.-butylnitrite; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol203175a

upstream raw materials:

L-tyrosine methyl ester HCl

2,2,2-Trichloroethyl chloroformate

Downstream raw materials:

2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-{4-[2-(3-bromo-2-methoxyphenyl)-2-oxo-ethoxy]-phenyl}-propionic acid methyl ester

2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-benzofuran-5-yl]-propionic acid methyl ester

2(S)-(2,2,2-trichloroethoxycarbonylamino)-3-[3-(3-bromo-2-methoxyphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl]-propionic acid methyl ester

(S)-3-[3-(3-Bromo-2-methoxy-phenyl)-2-((1S,2R)-2-phenyl-cyclohexyloxycarbonyloxy)-benzofuran-5-yl]-2-(2,2,2-trichloro-ethoxycarbonylamino)-propionic acid methyl ester