158932-34-4

Basic information

• Product Name: Octadecanoic acid, (1R)-1-[(phenylmethoxy)methyl]-1,2-ethanediyl ester
• CAS NO: 158932-34-4
• Molecular Formula: C46H82O5
• Molecular Weight: 715.154
• Mol File: 158932-34-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Octadecanoic acid, (1R)-1-[(phenylmethoxy)methyl]-1,2-ethanediyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecanoic acid, (1R)-1-[(phenylmethoxy)methyl]-1,2-ethanediyl ester(158932-34-4)
• EPA Substance Registry System: Octadecanoic acid, (1R)-1-[(phenylmethoxy)methyl]-1,2-ethanediyl ester(158932-34-4)

Safety Data

• Hazardous Substances Data: 158932-34-4(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 14347-83-2 (R)-2,2-dimethyl-4-benzoxymethyl-1,3-dioxolane 
• 17325-85-8 (2S)-3-(benzyloxy)propane-1,2-diol 
• 57-11-4 stearic acid 

Downstream Products

• 1429-59-0 (2R)-1,2-bis-O-stearylglycerol 

Relevant articles and documents

Synthesis and enantiospecific analysis of enantiostructured triacylglycerols containing n-3 polyunsaturated fatty acids

The stereospecific structure of triacylglycerols (TAGs) affects the bioavailability of fatty acids. Lack of enantiopure reference compounds and effective enantiospecific methods have hindered the stereospecific analysis of individual TAGs. Twelve novel enantiostructured AAB-type TAGs were synthesized containing one of the three n-3 polyunsaturated fatty acid: α-linolenic acid (ALA), eicosapentaenoic acid (EPA), or docosahexaenoic acid (DHA) in sn-1 or sn-3 position. These compounds formed six enantiomer pairs, which were separated with recycling high-performance liquid chromatography using chiral columns and UV detection. The chromatographic retention behavior of the enantiomers and the stereospecific elution order were studied. The enantiomer with an n-3 PUFA in the sn-1 position eluted faster than the enantiomer with the n-3 PUFA in the sn-3 position, regardless of the carbon chain length and number of double bonds of the PUFA. TAG enantiomers containing DHA exhibited highly different retention on the chiral column and were separated after the first column, whereas recycling was needed to separate the enantiomer pairs containing ALA or EPA. The system using two identical columns and one mobile phase, without sample derivatization, proved to be very effective also for peak purity assessment, confirming the enantiopurity of the synthesized structured TAGs being higher than 98 percent (96 percent ee).

Synthesis of boron cluster lipids: Closo-dodecaborate as an alternative hydrophilic function of boronated liposomes for neutron capture therapy

(Chemical Equation Presented) We succeeded in the synthesis of the double-tailed boron cluster lipids 4a-c and 5a-c, which have a B 12H11S moiety as a hydrophilic function, by S-alkylation of B12H11SH (BSH) with bromoacetyl and chloroacetocarbamate derivatives of diacylglycerols for a liposomal boron delivery system on neutron capture therapy. Calcein encapsulation experiments revealed that the liposomes, prepared from the boron cluster lipid 4b, DMPC, PEG-DSPE, and cholesterol, are stable at 37°C in FBS solution for 24 h.