82188-61-2

Usage

Uses

Used in Pharmaceutical Industry:
1,2-O-Dioctadecyl-sn-glycerol is used as a synthetic lipid for the formulation of drug delivery systems, specifically in the synthesis of vascular endothelial growth factor (VEGF) nucleic acid ligand complexes. The incorporation of this lipid into the complexes enhances their stability, solubility, and cellular uptake, thereby improving the overall therapeutic efficacy of VEGF-targeted treatments.

Upstream product

• 114047-20-0 1,2-di-O-octadecyl-3-O-(2-methoxyethoxymethyl)-sn-glycerol 
• 3386-32-1 n-octadecyl p-toluenesulfonate 
• 112-89-0 1-Bromooctadecane 
• 114047-21-1 1,2-di-O-octadecyl-3-O-<2-(trimethylsilyl)ethoxymethyl>-sn-glycerol 
• 13071-58-4 1,2-di-O-octadecyl-3-O-benzyl-sn-glycerol 

Downstream Products

• 1188-85-8 1,2-di-O-octadecyl-sn-glycero-3-phosphatidylcholine 
• 106235-15-8 1,2-di-O-octadecyl-sn-glycerol 3-(3-benzyloxycarbonylaminopropyl)phosphonate 
• 106235-13-6 1,2-di-O-octadecyl-sn-glycerol 3- 
• 106235-12-5 1,2-di-O-octadecyl-sn-glycerol 3-(2-benzyloxycarbonylaminoethyl)phosphonate 

Relevant academic research and scientific papers

Synthesis of 1,2-Di-O-alkyl-sn-glycero-3-phosphatidylcholine Using 2-Methoxyethoxymethyl and 2-(Trimethylsilyl)ethoxymethyl Protective Groups

2-Methoxyethoxymethyl (MEM) and 2-(trimethylsilyl)ethoxymethyl (SEM) groups were used to protect the sn-3-OH of optically active glycerols in the synthesis of 1,2-di-O-octadecyl-sn-glycero-3-phosphatidylcholine.Both MEM and SEM protective groups had advantages of a classical benzyl group by virtue of (i) the facile preparation of 1,2-O-isopropylidene-3-O-(2-methoxyethoxymethyl)-sn-glycerol and its sn-3-O-SEM analog as starting materials and (ii) the rapid demasking of the MEM and SEM moieties in lipid precursors, especially by means of titanium tetrachloride.

Synthesis of neoglycolipids containing oligosaccharides based on 3,6-branched-α-D-mannopyranosides as the carbohydrate moieties

Several oligosaccharides containing 3,6-branched-α-D-mannopyranosides were obtained by selective glycosylation of 5-azido-3-oxapentyl α-D-mannopyranoside with acetobromosugars. After deacetylation and reduction of the spacer azido group, the oligosacchari

Synthesis of Glycerophosphonolipids Containing Aminoalkylphosphonic Acids

1,2-Di-O-octadecyl- and 1,2-di-O-hexadecanoyl-sn-glycerol 3-(2-aminoethyl)phosphonate (21) and (22) and the (3-aminopropyl)phosphonate analogues (23) and (24) were prepared with the aim of obtaining enzyme (lipase)-stable liposomes.New reactions were devised and classic methodologies were modified in order to transform D-mannitol (6) into optically pure 1,2-di-O-substituted sn-glycerols (12) and (13) (R=C18H37 and C15H31CO).Benzyloxycarbonylaminoalkylphosphonic acids (5a) and (5b) were then coupled with the glycerols by means of condensing reagents such as 2,4,6-triisopropylbenzenesulphonyl chloride.The resulting N-protected lipids were catalitically hydrogenated to furnish compounds (21)-(24) in overall yields of 10-20 percent from compound (6).