3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL

Base Information

• Chemical Name: 3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL
• CAS No.: 150577-01-8
• Molecular Formula: C₄₁H₇₂O₅
• Molecular Weight: 645.02
• Mol file: 150577-01-8.mol

Synonyms:3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL

Chemical Property of 3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL

Chemical Property:

• PSA: 72.83000
• LogP: 11.84090

Purity/Quality:

3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL

There total 9 articles about 3-STERAOYL-2-ARACHIDONYL-SN-GLYCEROL 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: 98.0%

2-O-arachidonoyl-3-O-(tert-butyldimethylsilyl)-1-O-stearoyl-sn-glycerol (1363901-86-3) → 2-O-Arachidonoyl-3-O-stearoyl-sn-glycerol (150577-01-8)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; acetonitrile; at 20 ℃; for 7h; Inert atmosphere;

DOI:10.1002/chem.201102545

Reference yield:

(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid (R)-1-octadecanoyloxymethyl-2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl ester (329327-16-4) → 2-O-Arachidonoyl-3-O-stearoyl-sn-glycerol (150577-01-8) + 1-stearoyl-2-arachidonoyl-sn-glycerol (65914-84-3)

Guidance literature:

With dichloro-acetic acid; pyrrole; In dichloromethane; for 0.0833333h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4039(97)00395-X

Reference yield:

(R)-2,3-dihydroxypropyl stearate (14811-92-8,342394-34-7) → 2-O-Arachidonoyl-3-O-stearoyl-sn-glycerol (150577-01-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / glacial AcOH / 20 - 35 °C / 15 Torr

2: 1.794 g / 1-methylimidazole; 2,6-Cl₂C₆H₃COCl / CH₂Cl₂ / 1.33 h / 20 °C

3: Cl₂CHCO₂H; pyrrole / CH₂Cl₂ / 0.08 h / 20 °C

With 1-methyl-1H-imidazole; dichloro-acetic acid; pyrrole; acetic acid; 2,6-Dichlorobenzoyl chloride; In dichloromethane;

DOI:10.1039/b007267m

upstream raw materials:

(5Z,8Z,11Z,14Z)-Icosa-5,8,11,14-tetraenoic acid (R)-1-octadecanoyloxymethyl-2-(9-phenyl-9H-xanthen-9-yloxy)-ethyl ester

(R)-2,3-dihydroxypropyl stearate

(R)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl n-octadecanoate

Stearoyl chloride