1-O-Octadecyl-sn-glycerol

Base Information

• Chemical Name: 1-O-Octadecyl-sn-glycerol
• CAS No.: 6129-13-1
• Molecular Formula: C21H44O3
• Molecular Weight: 344.579
• Hs Code.: 2909499000
• UNII: 05A230LN91
• DSSTox Substance ID: DTXSID10446238
• Nikkaji Number: J71.753C
• Wikidata: Q74418383
• Metabolomics Workbench ID: 72245
• Mol file: 6129-13-1.mol

Synonyms:1-O-Octadecyl-sn-glycerol;6129-13-1;1-Octadecylglycerol;Batilol, (S)-;1-Octadecyl-sn-glycerol;LysoMG(18:0e);(2S)-3-octadecoxypropane-1,2-diol;LysoMG(O-18:0);MG(O-18:0/0:0/0:0);05A230LN91;(s)-3-(octadecyloxy)propane-1,2-diol;1,2-Propanediol, 3-(octadecyloxy)-, (2S)-;MAG(O-18:0/0:0/0:0);(S)-batyl alcohol;(+)-Batyl alcohol;(S)-octadecylglycerol;(S)-1-octadecyl-glycerol;(S)-1-O-octadecylglycerol;SCHEMBL138481;UNII-05A230LN91;CHEBI:74001;DTXSID10446238;OGBUMNBNEWYMNJ-NRFANRHFSA-N;LMGL01020033;MFCD00237201;(S)-3-(octadecyloxy)-1,2-propanediol;(2S)-3-(octadecyloxy)propane-1,2-diol;MG(18:0e/0:0/0:0)

Chemical Property of 1-O-Octadecyl-sn-glycerol

Chemical Property:

• PSA: 49.69000
• LogP: 5.61770
• XLogP3: 7.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 20
• Exact Mass: 344.32904526
• Heavy Atom Count: 24
• Complexity: 221

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCOCC(CO)O
• Isomeric SMILES: CCCCCCCCCCCCCCCCCCOC[C@H](CO)O

Technology Process of 1-O-Octadecyl-sn-glycerol

There total 2 articles about 1-O-Octadecyl-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:

ethanol (64-17-5) + 2,3-di-O-butyroyl-1-O-octadecyl-sn-glycerol → batyl alcohol (6129-13-1) + C25H50O4 (167899-58-3) + butanoic acid ethyl ester (105-54-4)

Guidance literature:

With Novozym 435; In Hexadecane; at 50 ℃; Reagent/catalyst; regioselective reaction; Kinetics; Enzymatic reaction;

DOI:10.1016/j.molcatb.2010.02.010

Reference yield:

1-hydroxy-3-octadecyloxy-propan-2-one (29909-06-6) → (R)-octadecylglycerol (10567-22-3) + batyl alcohol (6129-13-1)

Guidance literature:

With hydrogen; Ru₂Cl₄{2,2'-bis(diphenylphosphino)-1,1'-binaphthyl}2*N(C₂H₅)3; In dichloromethane; at 20 ℃; for 45h; under 73550.8 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts; var. cat.: _n; var. time;

DOI:10.1002/hlca.19930760620

Reference yield: 80.0%

batyl alcohol (6129-13-1) + p-methoxybenzyl chloride (824-94-2) → 1-O-octadecyl-3-O-p-methoxybenzyl-sn-glycerol (143996-89-8)

Guidance literature:

batyl alcohol; With di(n-butyl)tin oxide; In toluene; for 2h; Reflux; Dean-Stark;

With cesium fluoride; for 1.5h;

p-methoxybenzyl chloride; In N,N-dimethyl-formamide; regioselective reaction; Inert atmosphere;

DOI:10.3390/molecules21010047

upstream raw materials:

1-hydroxy-3-octadecyloxy-propan-2-one

ethanol

Downstream raw materials:

n-iodooctadecane

(R)-3-octadecyloxy-1.2-bis-phenylcarbamoyloxy-propane

(+/-)-3-octadecyloxy-1.2-bis-(4-nitro-benzoyloxy)-propane

(R)-1-O-octadecyl-3-(p-toluenesulfonyl)-glycerol

Refernces

• 1、 Cesarotti, Edoardo,Antognazza, Patrizia,Pallavicini, Marco,Villa, Luigi. "Synthesis and Ruthenium-Catalyzed Enantioselective Hydrogenation of 3-O-Substituted 1,3-dihydroxypropan-2-ones". . p. 2344 - 2349. Retrieved 2007/10/02.