2-azaniumylethyl 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl phosphate

Base Information

• Chemical Name: 2-azaniumylethyl 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl phosphate
• CAS No.: 2462-63-7
• Molecular Formula: C₄₁H₇₈NO₈P
• Molecular Weight: 744.046
• Mol file: 2462-63-7.mol

Synonyms:

Chemical Property of 2-azaniumylethyl 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl phosphate

Chemical Property:

• Boiling Point: 759.2°Cat760mmHg
• Flash Point: 413°C
• PSA: 144.19000
• Density: 1.008g/cm³
• LogP: 12.30900
• XLogP3: 12.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 41
• Exact Mass: 743.54650544
• Heavy Atom Count: 51
• Complexity: 889

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCC=CCCCCCCCC
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC(COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCC/C=C\CCCCCCCC

Technology Process of 2-azaniumylethyl 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl phosphate

There total 7 articles about 2-azaniumylethyl 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl phosphate 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:

(Z)-Octadec-9-enoic acid 2-{hydroxy-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester (69747-56-4,71327-40-7) → dioleoylphosphatidylethanolamine (2462-63-7,4004-05-1,5683-50-1,5683-54-5,7768-07-2,16777-83-6,16810-06-3,19805-18-6)

Guidance literature:

With silica gel;

Reference yield:

1,2-dioleoylglycerol (2442-61-7,3738-74-7,22202-42-2,24529-88-2,26540-69-2,33735-55-6,38738-56-6,98719-67-6) → dioleoylphosphatidylethanolamine (2462-63-7,4004-05-1,5683-50-1,5683-54-5,7768-07-2,16777-83-6,16810-06-3,19805-18-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-methyl-imidazole

2: isopentyl nitrite, Py

3: 2,4,6-triisopropylbenzenesulfonyl chloride, Py

4: Zn, Py, AcOH

5: SiO₂

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; silica gel; acetic acid; zinc; isopentyl nitrite;

Reference yield:

(Z)-Octadec-9-enoic acid 2-[hydroxy-(2,2,2-tribromo-ethoxy)-phosphoryloxy]-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester (71260-73-6) → dioleoylphosphatidylethanolamine (2462-63-7,4004-05-1,5683-50-1,5683-54-5,7768-07-2,16777-83-6,16810-06-3,19805-18-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,4,6-triisopropylbenzenesulfonyl chloride, Py

2: Zn, Py, AcOH

3: SiO₂

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; silica gel; acetic acid; zinc;

upstream raw materials:

(Z)-Octadec-9-enoic acid 2-{hydroxy-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester

1,2-dioleoylglycerol

(Z)-Octadec-9-enoic acid 2-[hydroxy-(2,2,2-tribromo-ethoxy)-phosphoryloxy]-1-((Z)-octadec-9-enoyloxymethyl)-ethyl ester

(Z)-Octadec-9-enoic acid 1-((Z)-octadec-9-enoyloxymethyl)-2-[phenylamino-(2,2,2-tribromo-ethoxy)-phosphoryloxy]-ethyl ester