N-Stearoyltyrosine

Base Information

• Chemical Name: N-Stearoyltyrosine
• CAS No.: 57993-25-6
• Molecular Formula: C27H45 N O4
• Molecular Weight: 447.659
• DSSTox Substance ID: DTXSID70206719
• Nikkaji Number: J740.912E
• Wikidata: Q76391047
• Metabolomics Workbench ID: 4586
• Mol file: 57993-25-6.mol

Synonyms:dipotassium N-stearoyltyrosinate;N-stearoyltyrosine;N-stearoyltyrosine dipotassium

Chemical Property of N-Stearoyltyrosine

Chemical Property:

• Vapor Pressure: 2.99E-17mmHg at 25°C
• Boiling Point: 639.9°Cat760mmHg
• Flash Point: 340.8°C
• PSA: 90.12000
• Density: 1.028g/cm³
• LogP: 7.60590
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 20
• Exact Mass: 447.33485892
• Heavy Atom Count: 32
• Complexity: 474

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)NC(CC1=CC=C(C=C1)O)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CC1=CC=C(C=C1)O)C(=O)O

Technology Process of N-Stearoyltyrosine

There total 5 articles about N-Stearoyltyrosine 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: 62.1%

stearic acid N-hydroxysuccinimide ester (14464-32-5) + L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → N-stearoyl-L-tyrosine (57993-25-6)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃;

Reference yield:

C36H64NO4PolSi → N-stearoyl-L-tyrosine (57993-25-6)

Guidance literature:

With pyridine; hydrogen fluoride; In tetrahydrofuran; at 20 ℃; for 2.5h; solid phase reaction;

DOI:10.1016/j.bmcl.2007.10.058

Reference yield:

stearic acid (57-11-4) → N-stearoyl-L-tyrosine (57993-25-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-carbodiimide / tetrahydrofuran / 14 h / 20 °C / Cooling with ice

2: sodium hydrogencarbonate / water; tetrahydrofuran / 20 °C

With sodium hydrogencarbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran; water;

upstream raw materials:

N-stearoyl-L-tyrosine methyl ester

stearic acid N-hydroxysuccinimide ester

L-tyrosine

stearic acid

Downstream raw materials:

C₃₆H₅₆N₄O₈

Refernces

• 1、 Liu, Boyang,Cui, Chunying,Duan, Wei,Zhao, Ming,Peng, Shiqi,Wang, Lili,Liu, Hu,Cui, Guohui. "Synthesis and evaluation of anti-tumor activities of N4 fatty acyl amino acid derivatives of 1-β-arabinofuranosylcytosine". scheme or table. p. 3596 - 3600. Retrieved 2009/12/04.
• 2、 Georgiades, Savvas N.,Clardy, Jon. "Synthetic libraries of tyrosine-derived bacterial metabolites". supporting information; experimental part. p. 3117 - 3121. Retrieved 2009/04/03.