2-ammonioethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate

Base Information

• Chemical Name: 2-ammonioethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate
• CAS No.: 1069-79-0
• Molecular Formula: C41H82NO8
• Molecular Weight: 748.078
• Hs Code.: 29232000
• Mol file: 1069-79-0.mol

Synonyms:DSPE;Distearoylphosphatidylethanolamine;CHEBI:39934;18:0 PE;1,2-dioctadecanoyl-phosphatidyl-ethanolamine;phosphatidylethanolamine (dioctadecanoyl, n-C18:0);(R)-1,2-distearoylphosphatidylethanolamine zwitterion;2-ammonioethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate;2-azaniumylethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate;18:0 PE, 1,2-distearoyl-sn-glycero-3-phosphoethanolamine, powder;2-azaniumylethyl [(2R)-2,3-di(octadecanoyloxy)propyl] phosphate;Octadecanoic acid, 1,1'-[1-[[[(2-aminoethoxy)hydroxyphosphinyl]oxy]methyl]-1,2-ethanediyl] ester

Chemical Property of 2-ammonioethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate

Chemical Property:

• Vapor Pressure: 2.68E-25mmHg at 25°C
• Melting Point: 172-173 ℃
• Refractive Index: 1.473
• Boiling Point: 760.2 °C at 760 mmHg
• PKA: 1.17±0.50(Predicted)
• Flash Point: 413.5 °C
• PSA: 144.19000
• Density: 0.996 g/cm³
• LogP: 12.75700
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly, Heated, Sonicated)
• XLogP3: 14.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 43
• Exact Mass: 747.57780557
• Heavy Atom Count: 51
• Complexity: 806

Purity/Quality:

97% ^*data from raw suppliers

1,2-Distearoyl-sn-glycero-3-phosphoethanolamine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC
• Uses: 1,2-Distearoyl-sn-glycero-3-phosphoethanolamine is used in the generation of micelles and liposomes.

Technology Process of 2-ammonioethyl (2R)-2,3-bis(stearoyloxy)propyl phosphate

There total 16 articles about 2-ammonioethyl (2R)-2,3-bis(stearoyloxy)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: 94.0%

C59H95N2O10P → 1,2-distearoyl-sn-glycero-3-phosphoethanolamine (1069-79-0)

Guidance literature:

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

Reference yield: 93.0%

Octadecanoic acid (R)-2-[(2-tert-butoxycarbonylamino-ethoxy)-hydroxy-phosphoryloxy]-1-octadecanoyloxymethyl-ethyl ester (115265-94-6) → 1,2-distearoyl-sn-glycero-3-phosphoethanolamine (1069-79-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature;

DOI:10.1021/jo951350k

Reference yield: 81.5%

C44H83Cl3NO10P → 1,2-distearoyl-sn-glycero-3-phosphoethanolamine (1069-79-0)

Guidance literature:

With acetic acid; zinc; In tetrahydrofuran; at 18 ℃; for 7h;

upstream raw materials:

1,2-dioleoyl-sn-glycero-3-phosphoethanolamine

phosphoric acid-(2-benzyloxycarbonylamino-ethyl ester)-((R)-2,3-bis-stearoyloxy-propyl ester)-phenyl ester

1,2-distearoyl-sn-glycerol

dichloro-<-2-amino>ethyl>phosphinic acid

Downstream raw materials:

Octadecanoic acid (R)-2-({2-[3-(4-tert-butoxycarbonylamino-phenyl)-3-methyl-ureido]-ethoxy}-hydroxy-phosphoryloxy)-1-octadecanoyloxymethyl-ethyl ester