N-stearoyltyrosine methyl ester

Base Information

• Chemical Name: N-stearoyltyrosine methyl ester
• CAS No.: 122445-70-9
• Molecular Formula: C28H47 N O4
• Molecular Weight: 461.685
• Mol file: 122445-70-9.mol

Synonyms:L-Tyrosine,N-stearoyl-, methyl ester (6CI); L-N-Octadecanoyltyrosine methyl ester;N-Octadecanoyl-L-tyrosine methyl ester; N-Stearoyl-L-tyrosine methyl ester

Chemical Property of N-stearoyltyrosine methyl ester

Chemical Property:

• Vapor Pressure: 1.37E-15mmHg at 25°C
• Boiling Point: 612.4°Cat760mmHg
• Flash Point: 324.2°C
• PSA: 75.63000
• Density: 1.002g/cm³
• LogP: 7.24490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-stearoyltyrosine methyl ester

There total 5 articles about N-stearoyltyrosine 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: 82.7%

L-Tyr-OMe (1080-06-4) + stearic acid (57-11-4) → N-stearoyl-L-tyrosine methyl ester (122445-70-9)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20 ℃; for 24h;

Reference yield: 65.0%

L-tyrosine methyl ester HCl (3417-91-2) + Stearoyl chloride (112-76-5) → N-stearoyl-L-tyrosine methyl ester (122445-70-9)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; for 18h; Reflux;

DOI:10.1002/poc.3675

Reference yield:

D-tyrosine methylester hydrochloride (3728-20-9) + Stearoyl chloride (112-76-5) → N-stearoyl-L-tyrosine methyl ester (122445-70-9)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 3h;

DOI:10.1016/j.bmcl.2006.12.114

upstream raw materials:

L-Tyr-OMe

Stearoyl chloride

D-tyrosine methylester hydrochloride

stearic acid

Downstream raw materials:

N-stearoyl-L-tyrosine

3-[4-(4-methoxy-3,5-dimethyl-pyridin-2-ylmethoxy)-phenyl]-2-octadecanoylamino-propionic acid methyl ester

Refernces

• 1、 -. "STEAROYL AMINO ACID SALT AND PREPARATION METHOD AND APPLICATION THEREOF". Paragraph 0066; 0069; 0070. . Retrieved 2016/11/24.
• 2、 Cui, Peng,Tomsig, Jose L.,McCalmont, William F.,Lee, Sangderk,Becker, Christopher J.,Lynch, Kevin R.,Macdonald, Timothy L.. "Synthesis and biological evaluation of phosphonate derivatives as autotaxin (ATX) inhibitors". . p. 1634 - 1640. Retrieved 2007/10/03.