methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

Base Information

• Chemical Name: methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate
• CAS No.: 232277-27-9
• Molecular Formula: C₁₅H₂₀ClNO₅
• Molecular Weight: 329.781

Synonyms:methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

Chemical Property of methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

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Technology Process of methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate

There total 6 articles about methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) 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: 80.0%

3-chloro-N-tert-butoxycarbonyl-O-methyl methyl ether-L-tyrosine methyl ester → methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate (232277-27-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 1h; under 2660.18 Torr;

Reference yield: 66.0%

(S)-2-(tert-butoxycarbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoate dicyclohexylammonium salt (1447710-67-9) + dimethyl sulfate (77-78-1) → methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate (232277-27-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; at 25 - 80 ℃; for 20h;

Reference yield: 61.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → methyl (S)-3-(3-chloro-4-hydroxyphenyl)-2-((tert-butoxycarbonyl)amino) propanoate (232277-27-9)

Guidance literature:

With sulfuryl dichloride; acetic acid; Inert atmosphere;

DOI:10.1039/d1sc02613e

upstream raw materials:

(S)-2-(tert-butoxycarbonylamino)-3-(3-chloro-4-hydroxyphenyl)propanoate dicyclohexylammonium salt

dimethyl sulfate

di-tert-butyl dicarbonate

3-chloro-L-tyrosine methyl ester

Downstream raw materials:

(S)-3-(4-allyloxy-3-chloro-phenyl)-2-tert-butoxycarbonylamino-propionic acid methyl ester

(S)-3-(4-allyloxy-3-chloro-phenyl)-2-amino-propionic acid methyl ester

(S)-2-(2-allyloxy-benzoylamino)-3-(4-allyloxy-3-chloro-phenyl)-propionic acid methyl ester

(S)-2-[(S)-2-(4-allyloxy-3-chloro-phenyl)-1-methoxycarbonyl-ethylcarbamoyl]-pyrrolidine-1-carboxylic acid tert-butyl ester

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