1-O-Hexadecyl-2-O-methyl-rac-glycerol

Base Information

• Chemical Name: 1-O-Hexadecyl-2-O-methyl-rac-glycerol
• CAS No.: 111188-59-1
• Molecular Formula: C20H42O3
• Molecular Weight: 330.54600
• DSSTox Substance ID: DTXSID70912020
• Nikkaji Number: J401.161I
• ChEMBL ID: CHEMBL1886638
• Mol file: 111188-59-1.mol

Synonyms:1-O-hexadecyl-2-O-methyl-rac-glycerol;1-O-hexadecyl-2-O-methylglycerol;1-O-palmityl-2-O-methylglycerol;HXMG

Chemical Property of 1-O-Hexadecyl-2-O-methyl-rac-glycerol

Chemical Property:

• Vapor Pressure: 3.21E-09mmHg at 25°C
• Boiling Point: 430.6oC at 760 mmHg
• Flash Point: 214.2oC
• PSA: 38.69000
• Density: 0.895g/cm3
• LogP: 5.49160
• Storage Temp.: -15°C
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 19
• Exact Mass: 330.31339520
• Heavy Atom Count: 23
• Complexity: 209

Purity/Quality:

98%min ^*data from raw suppliers

(+/-)1-O-HEXADECYL-2-O-METHYLGLYCEROL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCOCC(CO)OC
• Uses: 1-O-Hexadecyl-2-O-methylglycerol is an inhibitor of protein kinase C. It inhibits the respiratory burst in human neutrophils.

Technology Process of 1-O-Hexadecyl-2-O-methyl-rac-glycerol

There total 38 articles about 1-O-Hexadecyl-2-O-methyl-rac-glycerol 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: 100.0%

1-O-benzyl-2-O-methyl-3-O-hexadecyl-rac-glycerol (138329-15-4) → 3-(hexadecyloxy)-2-methoxy-1-propanol (84337-41-7,111188-59-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 45 ℃;

DOI:10.1007/BF00766461

Reference yield: 100.0%

3-O-hexadecyl-2-O-methyl-1-O-(tert-butyldiphenylsilyl)-sn-glycerol (122822-35-9) → (-)-1-O-hexadecyl-2-O-methyl-sn-glycerol (120964-49-0,111188-59-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jo00280a034

Reference yield: 93.0%

3-O-Hexadecyl-2-O-methyl-1-O-(4-methoxyphenyl)-sn-glycerol (156737-70-1) → (-)-1-O-hexadecyl-2-O-methyl-sn-glycerol (120964-49-0,111188-59-1)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; acetonitrile; for 4h; Ambient temperature;

DOI:10.1021/jo00088a059

upstream raw materials:

1-O-benzyl-2-O-methyl-3-O-hexadecyl-rac-glycerol

2-methylglycerol

hexadecanyl bromide

3-(hexadecyloxy)-1,2-propanediol

Refernces

• 1、 -. "Method for preventing cancer metastasis". . . Retrieved 2015/11/10.
• 2、 Mavromoustakos,Calogeropoulou,Koufaki,Kolocouris,Daliani,Demetzos,Meng,Makriyannis,Balzarini,De Clercq. "Ether phospholipid-AZT conjugates possessing anti-HIV and antitumor cell activity. Synthesis, conformational analysis, and study of their thermal effects on membrane bilayers". . p. 1702 - 1709. Retrieved 2007/10/03.