2,3-Dioctanoylglycerol

Base Information

• Chemical Name: 2,3-Dioctanoylglycerol
• CAS No.: 113973-38-9
• Molecular Formula: C19H36O5
• Molecular Weight: 344.492
• DSSTox Substance ID: DTXSID601191432
• Nikkaji Number: J67.238F
• Wikidata: Q74411915
• ChEMBL ID: CHEMBL140178
• Mol file: 113973-38-9.mol

Synonyms:2,3-dioctanoylglycerol;sn-2,3-dicaprilin;sn-2,3-dioctanoin;(?)-1,2-Octanoin;sn-2,3-dioctanoylglycerol;sn-2,3-dicapryloylglycerol;2,3-dioctanoyl-sn-glycerol;2,3-dicapryloyl-sn-glycerol;sn-2,3-octanoyl-diglyceride;CHEMBL140178;CHEBI:76982;DTXSID601191432;(2R)-3-hydroxypropane-1,2-diyl dioctanoate;[(2R)-3-hydroxy-2-octanoyloxypropyl] octanoate;DG(0:0/8:0/8:0);Octanoic acid, (1R)-1-(hydroxymethyl)-1,2-ethanediyl ester;113973-38-9

Chemical Property of 2,3-Dioctanoylglycerol

Chemical Property:

• PSA: 72.83000
• LogP: 4.15470
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 18
• Exact Mass: 344.25627424
• Heavy Atom Count: 24
• Complexity: 317

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)OCC(CO)OC(=O)CCCCCCC
• Isomeric SMILES: CCCCCCCC(=O)OC[C@@H](CO)OC(=O)CCCCCCC

Technology Process of 2,3-Dioctanoylglycerol

There total 4 articles about 2,3-Dioctanoylglycerol 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: 95.0%

Octanoic acid (R)-1-benzyloxymethyl-2-octanoyloxy-ethyl ester (876348-25-3) → sn-2,3-dioctanoylglycerol (113973-38-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1016/j.bmcl.2005.10.031

Reference yield: 80.0%

Octanoic acid (R)-2-(4-methoxy-benzyloxy)-1-octanoyloxymethyl-ethyl ester (214068-80-1) → sn-2,3-dioctanoylglycerol (113973-38-9)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; water; for 3h; Ambient temperature;

DOI:10.1021/jo980501r

Reference yield:

n-octanoic acid chloride (111-64-8) → sn-2,3-dioctanoylglycerol (113973-38-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / CH₂Cl₂

2: 95 percent / H₂ / Pd-C / methanol

With pyridine; hydrogen; palladium on activated charcoal; In methanol; dichloromethane;

DOI:10.1016/j.bmcl.2005.10.031

upstream raw materials:

Octanoic acid (R)-2-(4-methoxy-benzyloxy)-1-octanoyloxymethyl-ethyl ester

Octanoic acid (R)-1-benzyloxymethyl-2-octanoyloxy-ethyl ester

tricaprilin

n-octanoic acid chloride

Downstream raw materials:

Octanoic acid (S)-2-(bis-benzyloxy-phosphoryloxy)-1-octanoyloxymethyl-ethyl ester

2,3-Dioctanoyl-sn-glycero-1-phosphorylcholin