Distearoyl phosphatidylglycerol

Base Information

• Chemical Name: Distearoyl phosphatidylglycerol
• CAS No.: 4537-78-4
• Molecular Formula: C42H83 O10 P
• Molecular Weight: 779.089
• Hs Code.: 2931900090
• UNII: 4271ZA8WXO
• DSSTox Substance ID: DTXSID30963376
• Wikidata: Q27130594
• RXCUI: 1942751
• Mol file: 4537-78-4.mol

Synonyms:1,2-distearoylphosphatidylglycerol;distearoyl phosphatidylglycerol;distearoyl phosphatidylglycerol, sodium;distearoyl PPG;DSPG

Chemical Property of Distearoyl phosphatidylglycerol

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 2.51E-29mmHg at 25°C
• Boiling Point: 796.4 °C at 760 mmHg
• Flash Point: 435.4 °C
• PSA: 158.63000
• Density: 1.026 g/cm³
• LogP: 11.45120
• XLogP3: 14.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 44
• Exact Mass: 778.57238584
• Heavy Atom Count: 53
• Complexity: 858

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)(O)OCC(CO)O)OC(=O)CCCCCCCCCCCCCCCCC
• Uses: 1,2-Distearoyl-sn-glycero-3-phosphorylglycerol is used as a component of a loposomal delivery system that coordinates the release of irinotecan and floxuridine in vivo. It is also used to encapsulate anthracyclines and deliver them to tumors.

Technology Process of Distearoyl phosphatidylglycerol

There total 7 articles about Distearoyl phosphatidylglycerol 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: 93.0%

1,2-distearoyl-sn-glycero-3-phospho-sn-1-glycerol, sodium → 1,2-distearoylphosphatidylglycerol (4537-78-4)

Guidance literature:

With hydrogenchloride; In chloroform; water; isopropyl alcohol; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo302228w

Reference yield:

DL-α,β-distearin (51063-97-9) → 1,2-distearoylphosphatidylglycerol (4537-78-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 1-methyl-imidazole

2: Zn, TsOH, Py

3: 2,4,6-triisopropylbenzenesulfonyl chloride, Py

4: H₂ / Pd-C

5: isopentyl nitrite, Py, AcOH

With pyridine; 1-methyl-1H-imidazole; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; toluene-4-sulfonic acid; acetic acid; zinc; isopentyl nitrite; palladium on activated charcoal;

Reference yield:

Octadecanoic acid 2-(hydroxy-phenylamino-phosphoryloxy)-1-octadecanoyloxymethyl-ethyl ester → 1,2-distearoylphosphatidylglycerol (4537-78-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,4,6-triisopropylbenzenesulfonyl chloride, Py

2: H₂ / Pd-C

3: isopentyl nitrite, Py, AcOH

With pyridine; 2,4,6-triisopropylphenylsulfonyl chloride; hydrogen; acetic acid; isopentyl nitrite; palladium on activated charcoal;

upstream raw materials:

Octadecanoic acid 2-[(2,3-dihydroxy-propoxy)-phenylamino-phosphoryloxy]-1-octadecanoyloxymethyl-ethyl ester

DL-α,β-distearin

Octadecanoic acid 1-octadecanoyloxymethyl-2-[phenylamino-(2,2,2-trichloro-ethoxy)-phosphoryloxy]-ethyl ester

Octadecanoic acid 2-[(2,3-bis-benzyloxy-propoxy)-phenylamino-phosphoryloxy]-1-octadecanoyloxymethyl-ethyl ester

Refernces

• 1、 -. "Composition and method for treatment of disseminated fungal infections in mammals". . . Retrieved 2008/06/13.