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

Base Information

• Chemical Name: (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-phenyl]-propionic acid methyl ester
• CAS No.: 204513-78-0
• Molecular Formula: C₂₆H₃₂INO₅
• Molecular Weight: 565.448
• Mol file: 204513-78-0.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-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: 60.0%

1-bromo-2-cyclohexylethane (1647-26-3) + (S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester (79677-60-4) → (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-phenyl]-propionic acid methyl ester (204513-78-0)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 1h; Heating;

DOI:10.1021/jm980001q

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → (S)-2-Benzyloxycarbonylamino-3-[4-(2-cyclohexyl-ethoxy)-3-iodo-phenyl]-propionic acid methyl ester (204513-78-0)

Guidance literature:

Multi-step reaction with 2 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

With 4-methyl-morpholine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jm980001q

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-iodo-phenyl]-propionic acid methyl ester (204513-78-0)

Guidance literature:

Multi-step reaction with 2 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

With 4-methyl-morpholine; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1021/jm980001q

upstream raw materials:

1-bromo-2-cyclohexylethane

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

N-(Benzyloxycarbonyloxy)succinimide

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

Downstream raw materials:

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

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

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

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