2-Aminoethyl (R)-2,3-bis(hexadecyloxy)propyl hydrogen phosphate

Base Information

• Chemical Name: 2-Aminoethyl (R)-2,3-bis(hexadecyloxy)propyl hydrogen phosphate
• CAS No.: 61423-61-8
• Molecular Formula: C₃₇H₇₈NO₆P
• Molecular Weight: 664.003
• European Community (EC) Number: 262-782-1
• DSSTox Substance ID: DTXSID60210365
• Nikkaji Number: J279.632E
• Wikidata: Q27144185
• Mol file: 61423-61-8.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 2-Aminoethyl (R)-2,3-bis(hexadecyloxy)propyl hydrogen phosphate

Chemical Property:

• Vapor Pressure: 2.12E-21mmHg at 25°C
• Boiling Point: 699.2 ºC
• Flash Point: 376.6 ºC
• PSA: 110.05000
• Density: 0.961 g/cm³
• LogP: 12.14340
• Storage Temp.: −20°C
• XLogP3: 11
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 39
• Exact Mass: 663.55667621
• Heavy Atom Count: 45
• Complexity: 612

Purity/Quality:

98%Min ^*data from raw suppliers

1,2-Dihexadecyl-sn-glycero-3-phosphoethanolamine ≥99.0% (TLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCOCC(COP(=O)(O)OCCN)OCCCCCCCCCCCCCCCC
• Isomeric SMILES: CCCCCCCCCCCCCCCCOC[C@H](COP(=O)(O)OCCN)OCCCCCCCCCCCCCCCC

Technology Process of 2-Aminoethyl (R)-2,3-bis(hexadecyloxy)propyl hydrogen phosphate

There total 4 articles about 2-Aminoethyl (R)-2,3-bis(hexadecyloxy)propyl hydrogen 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:

2-(2,3-Bis-hexadecyloxy-propoxy)-[1,3,2]oxazaphospholidine 2-oxide (124770-91-8) → 1,2-di-O-hexadecyl-rac-glycero-3-phosphonoxy ethyl amine (54285-60-8,61423-61-8)

Guidance literature:

With water; acetic acid; In isopropyl alcohol; for 12h; Yield given; Ambient temperature;

DOI:10.1248/cpb.40.318

Reference yield:

1,2-dihexadecylglycerol (6076-35-3) → 1,2-di-O-hexadecyl-rac-glycero-3-phosphonoxy ethyl amine (54285-60-8,61423-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃, Et₃N / diethyl ether / 2 h / Ambient temperature

2: Et₃N / toluene / 1 h / Ambient temperature

3: AcOH, H₂O / propan-2-ol / 12 h / Ambient temperature

With water; acetic acid; triethylamine; trichlorophosphate; In diethyl ether; isopropyl alcohol; toluene;

DOI:10.1248/cpb.40.318

Reference yield:

1,2-di-O-hexadecyl-rac-glycero-3-phosphoric acid dichloride (74123-29-8) → 1,2-di-O-hexadecyl-rac-glycero-3-phosphonoxy ethyl amine (54285-60-8,61423-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / toluene / 1 h / Ambient temperature

2: AcOH, H₂O / propan-2-ol / 12 h / Ambient temperature

With water; acetic acid; triethylamine; In isopropyl alcohol; toluene;

DOI:10.1248/cpb.40.318

upstream raw materials:

2-(2,3-Bis-hexadecyloxy-propoxy)-[1,3,2]oxazaphospholidine 2-oxide

1,2-dihexadecylglycerol

1,2-di-O-hexadecyl-rac-glycero-3-phosphoric acid dichloride

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