3-{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate

Base Information

• Chemical Name: 3-{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate
• CAS No.: 59752-57-7
• Molecular Formula: C₂₉H₅₈NO₈P
• Molecular Weight: 579.755
• DSSTox Substance ID: DTXSID80975166
• Nikkaji Number: J1.069.800F
• Mol file: 59752-57-7.mol

Synonyms:42436-56-6;3-{[(2-aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate;3-(((2-Aminoethoxy)(hydroxy)phosphoryl)oxy)propane-1,2-diyl didodecanoate;[3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-dodecanoyloxypropyl] dodecanoate;DLPE;L-beta,gamma-Dilauroyl-alpha-cephalin;1,2-Dilauroyl-sn-Glycero-3-PhosphatidylethanolaMine;SCHEMBL1697146;DTXSID80975166;CHEBI:183653;PD047446;PE(24:0);FT-0770400;D-4270;PE 12:0_12:0;PE(12:0_12:0);Dodecanoic acid, 1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl ester, (R)- beta,gamma-Dilauroyl-L-alpha-phosphatidylethanolamine

Chemical Property of 3-{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 2.31E-18mmHg at 25°C
• Refractive Index: 1.474
• Boiling Point: 646.195 °C at 760 mmHg
• Flash Point: 344.607 °C
• PSA: 144.19000
• Density: 1.049 g/cm³
• LogP: 8.07580
• Storage Temp.: −20°C
• XLogP3: 5.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 31
• Exact Mass: 579.39000481
• Heavy Atom Count: 39
• Complexity: 634

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-Dilauroyl-sn-glycero-3-PE ≥98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCC
• Description: Phosphatidylethanolamines (PEs) are phospholipids found in biological membranes, serving both structural and functional roles. Different types of PE are commonly used in the generation of micelles, liposomes, and other types of artificial membranes. 1,2-Dilauroyl-sn-glycero-3-PE (DLPE) is a phospholipid containing the medium-chain (12:0) lauric acid inserted at the sn-1 and sn-2 positions.
• Uses: DLPE is used in the preparation of nano-liposome which is used as agricultural auxiliary in field of pesticide and fertilizer.

Technology Process of 3-{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate

There total 2 articles about 3-{[(2-Aminoethoxy)(hydroxy)phosphoryl]oxy}-2-(dodecanoyloxy)propyl dodecanoate 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: 88.0%

C47H71N2O10P → 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (5683-55-6,42436-56-6,96688-40-3,59752-57-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 25 ℃; for 1.5h; Reagent/catalyst;

Reference yield:

dodecanoic acid 1,1'-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl]ester (17598-94-6,59540-17-9,61475-84-1,60562-15-4) → 1,2-dilauroyl-sn-glycero-3-phosphoethanolamine (5683-55-6,42436-56-6,96688-40-3,59752-57-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 5H-tetrazole / dichloromethane / 1 h / 25 °C

1.2: 2 h / 25 °C

1.3: 0.5 h / 0 °C

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1.5 h / 25 °C

With 5H-tetrazole; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane;

upstream raw materials:

dodecanoic acid 1,1'-[(1S)-1-(hydroxymethyl)-1,2-ethanediyl]ester

Refernces