1,3-Didecanoylglycerol

Base Information

• Chemical Name: 1,3-Didecanoylglycerol
• CAS No.: 17598-93-5
• Molecular Formula: C23H44 O5
• Molecular Weight: 400.599
• Hs Code.: 2915900090
• European Community (EC) Number: 258-903-2
• UNII: 39I32HI5LO
• DSSTox Substance ID: DTXSID90938727
• Nikkaji Number: J13.608E
• Wikidata: Q27256902
• Mol file: 17598-93-5.mol

Synonyms:1,3-dicaprin;1,3-didecanoyl glycerol;1,3-didecanoylglycerol;glycerol 1,3-dicaprinate

Chemical Property of 1,3-Didecanoylglycerol

Chemical Property:

• Boiling Point: 491.6°Cat760mmHg
• PKA: 12.63±0.20(Predicted)
• Flash Point: 152.1°C
• PSA: 72.83000
• Density: 0.969g/cm³
• LogP: 5.71510
• Storage Temp.: −20°C
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 22
• Exact Mass: 400.31887450
• Heavy Atom Count: 28
• Complexity: 336

Purity/Quality:

99.3% ^*data from raw suppliers

1,3-Didecanoyl Glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)O

Technology Process of 1,3-Didecanoylglycerol

There total 17 articles about 1,3-Didecanoylglycerol 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%

1,3-dicaproyloxypropan-2-one (73312-67-1) → 1, 3-dicaprin (17598-93-5)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 0.25h;

Reference yield: 92.0%

vinyl caprate (4704-31-8) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 1, 3-dicaprin (17598-93-5)

Guidance literature:

With immobilized Candida antarctica lipase; In dichloromethane; at 0 - 4 ℃; for 5h;

DOI:10.1016/j.tet.2003.09.059

Reference yield: 79.0%

Methyl decanoate (110-42-9) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 3-decanoyloxy-propane-1,2-diol (2277-23-8) + 1,2-didecanoyl glycerol (17863-69-3,82950-64-9) + 1, 3-dicaprin (17598-93-5)

Guidance literature:

at 160 ℃; for 16h; regioselective reaction; Inert atmosphere;

DOI:10.1039/c3gc36907b

upstream raw materials:

1,3-Dichloro-2-propanol

sodium decanoate

1-decanoic acid

glycerol

Downstream raw materials:

1,3-bis(decanoyl)-2-<2-(3-benzoylphenyl)propionyl>glyceride

Decanoic acid 2-[2-(4-allyloxy-3-chloro-phenyl)-acetoxy]-3-decanoyloxy-propyl ester

Decanoic acid 2-{2-[1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetoxy}-3-decanoyloxy-propyl ester

Decanoic acid 3-decanoyloxy-2-[2-(4-isobutyl-phenyl)-propionyloxy]-propyl ester

Refernces

• 1、 Sanchez, Daniel Alberto,Tonetto, Gabriela Marta,Ferreira, Maria Lujan. "Enzymatic synthesis of 1,3-dicaproyglycerol by esterification of glycerol with capric acid in an organic solvent system". . p. 7 - 18. Retrieved 2014.
• 2、 Sanchez, Daniel Alberto,Tonetto, Gabriela Marta,Ferreira, Maria Lujan. "Separation of acylglycerides obtained by enzymatic esterification using solvent extraction". . p. 261 - 270. Retrieved 2014.
• 3、 -. "LIPID PRODRUGS OF NEUROSTEROIDS". Paragraph 00544. . Retrieved 2021/08/13.
• 4、 -. "LIPID PRODRUGS OF JAK INHIBITORS AND USES THEREOF". Paragraph 00603; 00605. . Retrieved 2020/09/12.