Ma, Lifu; Dolphin, David published the artcile< Stereoselective Synthesis of New Chlorophyll a Related Antioxidants Isolated from Marine Organisms>, Category: isothiazole, the main research area is stereoselective synthesis chlorophyll a related antioxidant; chlorin stereoselective synthesis absolute configuration.
A new class of natural antioxidants, chlorophyll a related chlorins, e.g. I, II and III, have been synthesized from a chlorophyll a degradation product, pheophorbide a Me ester (IV). Claisen-type intramol. condensation of pyropheophorbide a Me ester afforded the common intermediate enol. Chlorin IV and enol I have a propensity to undergo exocyclic ring opening by ionic bases. The organic base DBU was found to be an efficient reagent for promoting the asym. hydroxylation of these chlorins, using N-sulfonyloxaziridines, without cleavage of the exocyclic rings. Model studies for hydroxylactonization have shown that periodate oxidation of hydroxy ketone stereoselectively and predominantly forms hydroxy lactone. Periodate oxidation of α-hydroxy 1,3-diketone (R) and/or (S)-II to furnish hydroxy lactone and diketone III was found out to be regioselective, and the site of reaction depends on the appropriate choice of reaction media. 1H NMR spectra have provided information on the absolute configuration of diastereomers at the C-132 or C-151 position.
Journal of Organic Chemistry published new progress about Antioxidants. 104322-63-6 belongs to class isothiazole, and the molecular formula is C10H15NO3S, Category: isothiazole.
Referemce:
Isothiazole – Wikipedia,
Isothiazole – ScienceDirect.com