2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) phosphate

Base Information

• Chemical Name: 2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) phosphate
• CAS No.: 19805-23-3
• Molecular Formula: C21H44NO7P
• Molecular Weight: 453.557
• Mol file: 19805-23-3.mol

Synonyms:

Chemical Property of 2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) phosphate

Chemical Property:

• Vapor Pressure: 1.09E-15mmHg at 25°C
• Boiling Point: 576.5°Cat760mmHg
• Flash Point: 302.4°C
• Density: 1.093g/cm³
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 23
• Exact Mass: 453.28553974
• Heavy Atom Count: 30
• Complexity: 443

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[NH3+])O

Technology Process of 2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) phosphate

There total 7 articles about 2-Azaniumylethyl (3-hexadecanoyloxy-2-hydroxypropyl) 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: 77.0%

C40H58NO7P → 1-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine (19805-23-3,13190-01-7)

Guidance literature:

With acetic acid;

DOI:10.1016/j.chemphyslip.2016.09.003

Reference yield:

palmitic anhydride (623-65-4) → 1,2-dipalmitoyl-sn-glycero-3-phospoethanolamine (5681-36-7,3026-45-7) + 1-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine (19805-23-3,13190-01-7)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

Reference yield:

C24H28NO6P + n-hexadecanoyl chloride (112-67-4) → 1-hexadecanoyl-2-hydroxy-sn-glycero-3-phosphoethanolamine (19805-23-3,13190-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: di(n-butyl)tin oxide / isopropyl alcohol

2: acetic acid

With di(n-butyl)tin oxide; acetic acid; In isopropyl alcohol;

DOI:10.1016/j.chemphyslip.2016.09.003

upstream raw materials:

DL-1-O-Trityl-2-O-palmitoyl-glycerin-3-phosphorsaeurebenzylester-<2-tritylamino-ethylester>

palmitic anhydride

DL-3-Iod-2-palmitoyloxy-1-trityloxy-propan

DL-1-O-Trityl-2-O-palmitoyl-glycerin-3-phosphorsaeuredibenzylester

Refernces

• 1、 Tomoi, M.,Kimura, Y.. "Solid-Phase Phosphatidylethanolamine Synthesis". . p. 1363 - 1371. Retrieved 2007/10/02.