(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester
• CAS No.: 204513-80-4
• Molecular Formula: C₃₀H₄₁NO₆
• Molecular Weight: 511.659

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester

Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester

Chemical Property:

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester

There total 4 articles about (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester 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:

2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride (79677-58-0,122908-62-7) → (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester (204513-80-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) N-methylmorpholine / 1.) CH₂Cl₂, 15 min, 2.) CH₂Cl₂, from 10 deg C to RT, 3 h

2: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Heating

3: 96 percent / Et₃N, (Ph₃)2PPdCl₂, CuI / acetonitrile / 4 h / Ambient temperature

4: H₂, AcOH / 5percent Pd/C / methanol / 16 h / 2585.7 Torr

5: N-methylmorpholine / CH₂Cl₂ / 16 h / Ambient temperature

With 4-methyl-morpholine; copper(l) iodide; (Ph₃)2PPdCl₂; tetrabutyl ammonium fluoride; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jm980001q

Reference yield:

(S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester (79677-60-4) → (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester (204513-80-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 60 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / Heating

2: 96 percent / Et₃N, (Ph₃)2PPdCl₂, CuI / acetonitrile / 4 h / Ambient temperature

3: H₂, AcOH / 5percent Pd/C / methanol / 16 h / 2585.7 Torr

4: N-methylmorpholine / CH₂Cl₂ / 16 h / Ambient temperature

With 4-methyl-morpholine; copper(l) iodide; (Ph₃)2PPdCl₂; tetrabutyl ammonium fluoride; hydrogen; acetic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;

DOI:10.1021/jm980001q

Reference yield:

(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-but-1-ynyl)-phenyl]-propionic acid methyl ester (204513-79-1) → (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-butyl)-phenyl]-propionic acid methyl ester (204513-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂, AcOH / 5percent Pd/C / methanol / 16 h / 2585.7 Torr

2: N-methylmorpholine / CH₂Cl₂ / 16 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; acetic acid; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1021/jm980001q

upstream raw materials:

(S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester

2-amino-3-(3-iodo-4-hydroxyphenyl)propionic acid methyl ester hydrochloride

(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-hydroxy-but-1-ynyl)-phenyl]-propionic acid methyl ester

(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-phenyl]-propionic acid methyl ester

Downstream raw materials:

(S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-(4-iodo-butyl)-phenyl]-propionic acid methyl ester

{4-[5-[(S)-2-Amino-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-(2-cyclohexyl-ethoxy)-phenyl]-butyl}-carbamic acid tert-butyl ester

(S)-2-Benzyloxycarbonylamino-3-[3-(4-tert-butoxycarbonylamino-butyl)-4-(2-cyclohexyl-ethoxy)-phenyl]-propionic acid methyl ester

{4-[5-[(S)-2-Benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propyl]-2-(2-cyclohexyl-ethoxy)-phenyl]-butyl}-carbamic acid tert-butyl ester

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