1,2-Distearoyl-sn-glycerol

Base Information

• Chemical Name: 1,2-Distearoyl-sn-glycerol
• CAS No.: 10567-21-2
• Molecular Formula: C₃₉H₇₆O₅
• Molecular Weight: 625.029
• Hs Code.: 2915705000
• UNII: T9379Q535O
• DSSTox Substance ID: DTXSID20147249
• Nikkaji Number: J64.182K
• Wikidata: Q27120437
• Metabolomics Workbench ID: 5823
• Mol file: 10567-21-2.mol

Synonyms:1,2-distearoyl-sn-glycerol;10567-21-2;1,2-Distearin, S-;L-1,2-Distearin;DIACYL GLYCEROL;1,2-dioctadecanoyl-sn-glycerol;1,2-di-O-stearoyl-sn-glycerol;[(2S)-3-hydroxy-2-octadecanoyloxypropyl] octadecanoate;DG(18:0/18:0/0:0);UNII-T9379Q535O;Glyceryl 1,2-distearate, (S)-;C39H76O5;T9379Q535O;(S)-3-Hydroxypropane-1,2-diyl distearate;D-,-Distearin;SN-1,2-DISTEARIN;1,2-Distearin-sn-glycerol;(S)-1,2-distearoylglycerol;SCHEMBL351875;(S)-glyceryl 1,2-distearate;(S)-1,2-dioctadecanoylglycerol;Diacylglycerol(18:0/18:0);CHEBI:41847;1-O,2-O-Distearoyl-L-glycerol;DTXSID20147249;1,2-DISTEARIN, (S)-;(2S)-1,2-bis-O-stearylglycerol;EX-A5413;(-)-(S)-Glycerin-1,2-distearat;STEARIN, 1,2-DI-, L-;LMGL02010037;AKOS040745090;(S)-(-)-1,2-distearoyl-sn-glycerol;(S)-2,3-bis-stearoyloxy-propan-1-ol;BP-29830;BS-44605;DAG(18:0/18:0);HY-112552;(2S)-3-hydroxypropane-1,2-diyl distearoate;CS-0046351;E78394;(2S)-3-hydroxypropane-1,2-diyl dioctadecanoate;Q27120437;OCTADECANOIC ACID, (1S)-1-(HYDROXYMETHYL)-1,2-ETHANEDIYL ESTER;OCTADECANOIC ACID, 1-(HYDROXYMETHYL)-1,2-ETHANEDIYL ESTER, (S)-;Octadecanoic acid,1,1'-[(1R)-1-(hydroxymethyl)-1,2-ethanediyl] ester;Octadecanoic acid,1,1'-[(1R)-1-(hydroxymethyl)-1,2-ethanediyl]ester;OCTADECANOIC ACID, 1,1'-((1S)-1-(HYDROXYMETHYL)-1,2-ETHANEDIYL) ESTER

Chemical Property of 1,2-Distearoyl-sn-glycerol

Chemical Property:

• Boiling Point: 662.3±22.0 °C(Predicted)
• PKA: 13.69±0.10(Predicted)
• PSA: 72.83000
• Density: 0.923±0.06 g/cm3(Predicted)
• LogP: 11.95670
• Storage Temp.: -15°C
• XLogP3: 16.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 38
• Exact Mass: 624.56927552
• Heavy Atom Count: 44
• Complexity: 593

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,2-Distearoyl-sn-glycerol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1,2-Distearoyl-sn-glycerol

There total 16 articles about 1,2-Distearoyl-sn-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: 99.0%

3-O-benzyl-1,2-di-O-stearoyl-rac-glycerol (76189-95-2,7145-33-7) → 1,2-distearoyl-sn-glycerol (1429-59-0,10567-21-2)

Guidance literature:

With palladium on activated charcoal; hydrogen;

DOI:10.1039/c4ob02258k

Reference yield: 90.0%

Octadecanoic acid (S)-2-(3,4-dimethoxy-benzyloxy)-1-octadecanoyloxymethyl-ethyl ester (173912-48-6) → 1,2-distearoyl-sn-glycerol (1429-59-0,10567-21-2)

Guidance literature:

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

DOI:10.1021/jo951350k

Reference yield: 88.0%

3-O-benzyl-1,2-dioctadecanoyl-sn-glycerol (56586-08-4,7145-33-7) → 1,2-distearoyl-sn-glycerol (1429-59-0,10567-21-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; hexane; at 20 ℃; for 0.25h; Acidic conditions;

DOI:10.1016/j.chemphyslip.2020.104937

upstream raw materials:

3-O-benzyl-1,2-dioctadecanoyl-sn-glycerol

(R)-(+)-1,2-distearoyl-3-(tert-butyldimethylsilyl)-sn-glycerol

Octadecanoic acid (S)-2-(3,4-dimethoxy-benzyloxy)-1-octadecanoyloxymethyl-ethyl ester

Octadecanoic acid (R)-2-(9H-fluoren-9-ylmethoxycarbonyloxy)-1-octadecanoyloxymethyl-ethyl ester

Downstream raw materials:

1,2-distearoyl-sn-glycero-3-phosphoethanolamine

Octadecanoic acid (R)-2-(benzyloxy-diisopropylamino-phosphanyloxy)-1-octadecanoyloxymethyl-ethyl ester

distearoylphosphatidylcholine

C₄₂H₈₂O₁₀P^(1-)*Na⁽¹⁺⁾

Refernces

• 1、 Nyilas, Agnes. "A new protecting group: 9-fluorenylmethoxycarbonyl (FMOC) in the synthesis of 1,2-diacylglycerols". . p. 171 - 174. Retrieved 1997.
• 2、 Gudmundsson, Haraldur G.,Haraldsson, Gudmundur G.,Kallio, Heikki,Kalpio, Marika,Linderborg, Kaisa M.,Magnússon, Jóhann D.,Yang, Baoru. "Synthesis and enantiospecific analysis of enantiostructured triacylglycerols containing n-3 polyunsaturated fatty acids". . . Retrieved 2020/07/08.