(R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid

Base Information

• Chemical Name: (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid
• CAS No.: 94917-43-8
• Molecular Formula: C₂₁H₂₄N₂O₈S₂
• Molecular Weight: 496.562

Synonyms:(R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid

Chemical Property of (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid

Chemical Property:

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Technology Process of (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid

There total 3 articles about (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid 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:

(R)-3-Ethoxycarbonylmethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid ethyl ester (97191-78-1) → (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid (94917-43-8)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane;

DOI:10.1021/ja00888a018

Reference yield:

(S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid (4703-32-6) → (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid (94917-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-(2-cyclohexyliminomethyleneamino-ethyl)-4-methyl-morpholinium toluene-4-sulfonate, Et₃N / CH₂Cl₂

2: aq. NaOH / dioxane

With sodium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ja00888a018

Reference yield:

(R)-2-Amino-3-ethoxycarbonylmethylsulfanyl-propionic acid ethyl ester; hydrochloride → (R)-3-Carboxymethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid (94917-43-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 4-(2-cyclohexyliminomethyleneamino-ethyl)-4-methyl-morpholinium toluene-4-sulfonate, Et₃N / CH₂Cl₂

2: aq. NaOH / dioxane

With sodium hydroxide; N-cyclohexyl-N'-β-(4-methylmorpholinium)ethylcarbodiimide p-toluenesulfonate; triethylamine; In 1,4-dioxane; dichloromethane;

DOI:10.1021/ja00888a018

upstream raw materials:

(R)-3-Ethoxycarbonylmethylsulfanyl-2-[(S)-3-(4-hydroxy-phenyl)-2-(toluene-4-sulfonylamino)-propionylamino]-propionic acid ethyl ester

(S)-2-[N-(4-methylphenyl)sulfonylamino]-3-(4-hydroxyphenyl) propionic acid

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