N-Acetyl-di-O-acetyl KRP-203

Base Information

• Chemical Name: N-Acetyl-di-O-acetyl KRP-203
• CAS No.: 951238-25-8
• Molecular Formula: C₃₀H₃₂ClNO₆S
• Molecular Weight: 570.106
• Mol file: 951238-25-8.mol

Synonyms:N-{3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-1,1-bis(acethoxymethyl)propyl}acetamide

Chemical Property of N-Acetyl-di-O-acetyl KRP-203

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected KRP-203. A sphingosine-1-phosphate receptor agonists in the treatment of autoimmune diseases.

Technology Process of N-Acetyl-di-O-acetyl KRP-203

There total 3 articles about N-Acetyl-di-O-acetyl KRP-203 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%

N-{1,1-bis(acetoxymethyl)-3-[2-chloro-4-(hydoxyphenylthio)phenyl]propyl}acetamide (951238-24-7) + benzyl bromide (100-39-0) → N-{3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-1,1-bis(acethoxymethyl)propyl}acetamide (951238-25-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2007-983721

Reference yield:

3-mercaptophenol (40248-84-8) → N-{3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-1,1-bis(acethoxymethyl)propyl}acetamide (951238-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Pd₂(dba)3*CHCl₃; N,N-diisopropylethylamine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dioxane / 9 h / 120 °C

2: 97 percent / K₂CO₃ / dimethylformamide / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1055/s-2007-983721

Reference yield:

2-acetamido-2-[2-(4-bromo-2-chlorophenyl)ethyl]propane-1,3-diol diacetate (951238-23-6) → N-{3-[4-(3-benzyloxyphenylthio)-2-chlorophenyl]-1,1-bis(acethoxymethyl)propyl}acetamide (951238-25-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / Pd₂(dba)3*CHCl₃; N,N-diisopropylethylamine / tris(dibenzylideneacetone)dipalladium⁽⁰⁾ / dioxane / 9 h / 120 °C

2: 97 percent / K₂CO₃ / dimethylformamide / 20 °C

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; N-ethyl-N,N-diisopropylamine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1055/s-2007-983721

upstream raw materials:

N-{1,1-bis(acetoxymethyl)-3-[2-chloro-4-(hydoxyphenylthio)phenyl]propyl}acetamide

benzyl bromide

2-acetamido-2-[2-(4-bromo-2-chlorophenyl)ethyl]propane-1,3-diol diacetate

3-mercaptophenol

Downstream raw materials:

2-amino-2-[2-(4-{[3-(benzyloxy)phenyl]sulfanyl}-2-chlorophenyl)ethyl]propane-1,3-diol