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2. ChemInform Abstract: Facile and Useful Synthesis of Enantiomeric Phosphatidylcholines

Author

Masami Ishihara and Atsunori Sano

Subjects
chemistry.chemical_classification, Stereochemistry, Phosphorus, Fatty acid, chemistry.chemical_element, General Medicine, Optically active, chemistry.chemical_compound, chemistry, Yield (chemistry), Molecule, Choline, Organic chemistry, Enantiomer
Abstract

The synthesis of optically active phosphatidylcholines (D- and L-4) containing two of the same fatty acid moieties in a molecule is described. Optically pure D-enantiomers (D-4) were obtained from 2, 3-di-O-acyl-sn-glycerol (D-1) in high yield by phosphorylation with phosphorus oxychloride and subsequent treatment with choline tosylate (11a). L-Enantiomers (L-4) were also prepared in a similar manner from 1, 2-di-O-acyl-sn-glycerol (L-1). The whole procedure is easy and useful for the synthesis of enantiomeric phosphatidylcholines.

Published
2010

4. Facile Method for the Preparation of Triarylsulfonium Bromides Using Grignard Reagents and Chlorotrimethylsilane as an Activator

Author

Kazuhito Fukasawa, Masami Ishihara, Takahiko Akiyama, Shigeaki Imazeki, and Motoshige Sumino

Subjects
Aqueous solution, Aryl, Organic Chemistry, Grignard reaction, chemistry.chemical_element, Sulfoxide, Dimethyl sulfite, General Medicine, Grignard reagent, Medicinal chemistry, Sulfur, Catalysis, chemistry.chemical_compound, Thionyl chloride, chemistry, Reagent, Activator (phosphor), Organic chemistry
Abstract

Triarylsulfonium bromides were synthesized by the reaction of diaryl sulfoxides with aryl Grignard reagents in the presence of TMSCI followed by treatment with HBr aqueous solution. Triarylsulfonium bromides bearing threeidentical substituents on sulfur atom were synthesized by the treatment of dimethyl sulfite or thionyl chloride with 5 equivalents of Grignard reagent in the presence of TMSCI.

Published
2004

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