3-Methoxynonadecane-1,2-diol

Base Information

• Chemical Name: 3-Methoxynonadecane-1,2-diol
• CAS No.: 96960-92-8
• Molecular Formula: C20H42O3
• Molecular Weight: 330.552
• DSSTox Substance ID: DTXSID60700913
• Mol file: 96960-92-8.mol

Synonyms:3-methoxynonadecane-1,2-diol;SCHEMBL2545528;DTXSID60700913;AKOS030255996

Chemical Property of 3-Methoxynonadecane-1,2-diol

Chemical Property:

• Melting Point: 35-36 °C
• Boiling Point: 430.6±25.0 °C(Predicted)
• PKA: 14.20±0.10(Predicted)
• PSA: 38.69000
• Density: 0.895±0.06 g/cm3(Predicted)
• LogP: 5.49160
• Storage Temp.: −20°C
• Solubility.: ≤8.3mg/ml in DMSO;8.3mg/ml in dimethyl formamide
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 18
• Exact Mass: 330.31339520
• Heavy Atom Count: 23
• Complexity: 221

Purity/Quality:

98%Min ^*data from raw suppliers

1-O-Hexadecyl-2-O-methyl-sn-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCC(C(CO)O)OC
• Uses: Hexadecyl methyl glycerol is a synthetic diacylglycerol with a hexadecyl chain at the sn-1 position and a methyl group at the sn-2 position. It inhibits protein kinase C activity in human neutrophils, resulting in prevention of the respiratory burst induced by both phorbol 12,13-dibutyrate and fMLP.

Technology Process of 3-Methoxynonadecane-1,2-diol

There total 15 articles about 3-Methoxynonadecane-1,2-diol 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-hexadecyl-2-O-methyl-3-O-(tert-butyldiphenylsilyl)-sn-glycerol (122822-34-8) → 1-O-hexadecyl-2-O-methyl-sn-glycerol (96960-92-8,111188-59-1)

Guidance literature:

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

DOI:10.1021/jo00280a034

Reference yield: 95.0%

1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol (156737-66-5) → 1-O-hexadecyl-2-O-methyl-sn-glycerol (96960-92-8,111188-59-1)

Guidance literature:

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

DOI:10.1021/jo00088a059

Reference yield: 90.0%

1-hexadecyl-2-methyl-3-(triphenylmethyl)-sn-glycerol (111247-99-5,162870-36-2) → 1-O-hexadecyl-2-O-methyl-sn-glycerol (96960-92-8,111188-59-1)

Guidance literature:

With hydrogenchloride; In methanol; chloroform; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95704-6

upstream raw materials:

1-hexadecyl-2-methyl-3-(triphenylmethyl)-sn-glycerol

1-O-hexadecyl-2-O-methyl-3-O-(p-tolylsulfonyl)-sn-glycerol

1-O-hexadecyl-2-O-methyl-3-O-(tert-butyldiphenylsilyl)-sn-glycerol

1-O-hexadecyl-2-O-methyl-D-threitol

Downstream raw materials:

1-O-hexadecyl-2-O-methyl-sn-glycero(3)phosphocholine

Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-yl ester

1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol

Phosphoric acid 2-chloro-phenyl ester (R)-3-hexadecyloxy-2-methoxy-propyl ester