1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine

Base Information

• Chemical Name: 1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine
• CAS No.: 5681-36-7
• Deprecated CAS: 3026-45-7
• Molecular Formula: C37H74NO8P
• Molecular Weight: 691.97
• European Community (EC) Number: 227-142-8
• UNII: HYA85H5S0G
• DSSTox Substance ID: DTXSID301016031
• Nikkaji Number: J108.538G
• Wikidata: Q27280160
• Mol file: 5681-36-7.mol

Synonyms:1,2-dihexadecyl-sn-glycero-3-phosphoethanolamine;1,2-dipalmitoyl-3-phosphatidylethanolamine;1,2-dipalmitoyl-3-phosphatidylethanolamine, (+-)-isomer;1,2-dipalmitoyl-3-phosphatidylethanolamine, (R)-isomer;1,2-dipalmitoyl-3-phosphatidylethanolamine, ion(1-);1,2-dipalmitoyl-rac-glycerophosphoethanolamine;1,2-dipalmitoyl-sn-glycero-3-phosphoethanolamine;DHPE;dipalmitoyl cephalin;dipalmitoyl phosphatidylethanolamine;phosphatidylethanolamine dipalmitoate

Chemical Property of 1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine

Chemical Property:

• Melting Point: >184°C (dec.)
• PSA: 144.19000
• LogP: 11.19660
• Storage Temp.: −20°C
• Solubility.: Chloroform (Slightly, Heated)
• XLogP3: 10.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 39
• Exact Mass: 691.51520532
• Heavy Atom Count: 47
• Complexity: 754

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCCCCCCCCC
• Uses: 1,2-Dipalmitoyl-rac-glycero-3-phosphoethanolamine is a long chain fatty acid, acting as a luminescence marker. Is used in enhancing radiotherapy for cancer treatment.

Technology Process of 1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine

There total 9 articles about 1,2-Dihexadecanoyl-rac-glycero-3-phosphoethanolamine 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:

C37H72N3O8P → 1,2-dipalmitoyl-sn-glycero-3-phospoethanolamine (5681-36-7,3026-45-7)

Guidance literature:

C₃₇H₇₂N₃O₈P; With hydrogenchloride; triphenylphosphine; In tetrahydrofuran; at 50 ℃; for 3h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 2h;

Reference yield:

Silver Benzyl 2,3-Di-O-palmitoyl-D,L-glycerol 1-Phosphate (19971-21-2) → 1,2-dipalmitoyl-sn-glycero-3-phospoethanolamine (5681-36-7,3026-45-7)

Guidance literature:

Multi-step reaction with 3 steps

2: NaI / acetone

3: aq. AcOH

With acetic acid; sodium iodide; In acetone;

DOI:10.1039/j39680001404

Reference yield:

D,L-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeure-<2-tritylamino-ethylester>-benzylester (19805-08-4) → 1,2-dipalmitoyl-sn-glycero-3-phospoethanolamine (5681-36-7,3026-45-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetone

2: aq. AcOH

With acetic acid; sodium iodide; In acetone;

DOI:10.1039/j39680001404

upstream raw materials:

phosphoric acid-(2,3-bis-palmitoyloxy-propyl ester)-(2-phthalimido-ethyl ester)

DL-1,2-Di-O-palmitoyl-glycerin-3-phosphorsaeurebenzylester-<2-tritylamino-ethylester>-Na-Salz

palmitic anhydride

Silver Benzyl 2,3-Di-O-palmitoyl-D,L-glycerol 1-Phosphate

Downstream raw materials:

Hexadecanoic acid 1-hexadecanoyloxymethyl-2-{hydroxy-[2-(trityl-amino)-ethoxy]-phosphoryloxy}-ethyl ester

4-(hydroxymethyl)-2,3,5,6-tetrafluorophenyl azide