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• 6007-22-3 2,2-dimethyl-1,3-dithiane 

Relevant academic research and scientific papers

Microbiological transformations 36: Preparative scale synthesis of chiral thioacetal and thioketal sulfoxides using whole-cell biotransformations

This work describes the preparative scale enantioselective oxidation of some prochiral dithioacetals and dithioketals to their corresponding chiral monosulfoxides using whole-cell cultures of microorganisms.

Studies on the double alkylation of 2,2-disubstituted-1,3- dithiacycloalkane-S-oxides: Synthesis of tertiary thiol derivatives

Di-alkylation of 2,2-dimethyl-1,3-dithiacycloalkane-S-oxides has been achieved allowing the synthesis of two tertiary thiol centres. The diastereoisomers of the mono-alkylated products have been shown to react at different rates. The X-ray crystal structures of three substituted dithiane-S-oxides have been determined, and the conversion of the dialkylated products into cyclic disulfide derivatives of tertiary thiols (1,2-dithiolanes) has been achieved by treatment with acid. The Royal Society of Chemistry 2013.

ACE-INHIBITORS HAVING ANTIOXIDANT AND NO-DONOR ACTIVITY

Multifonctional ACE inhibitor compounds are provided, that combine ACE-inhibiting activity with capability to scavenge superoxide and other reactive oxygen species, and that may further function as nitric oxide donors. The compounds are useful for preventing or treating various disorders, including cardiovascular, and diabetes associated disorders.

Structure and Absolute Stereochemistry of Thioacetal Sulphoxides Obtained by Fungal Metabolism of 2 Alkyl-1,3-Dithianes

Monosulphoxide metabolites of 2-methyl-, 2-t-butyl-, 2,2-dimethyl-, and 2-methyl-2-t-butyl-1,3-dithiane have been isolated after addition of the thioacetals to growing cultures of the fungi Aspergillus foetidus, Mortierella isabellina and a Helminthosporium species.The optical yields of the chiral monosulphoxide metabolites (0-72percent) were determined by n.m.r. analysis in (-)-phenyl- or 1-(+)-9-anthryl-2,2,2-trifluoroethanol-CDCl3 solvent mixtures.The signs of Cotton effects obtained from c.d. spectra have been used to assign the absolute stereochemistry of the chiral thioacetal sulphoxides.Optically pure samples 2,2-dimethyl-1,3-dithiane 1-oxide, cis-2-methyl-1,3-dithiane 1-oxide, and trans-2-methyl-1,3-dithiane 1-oxide, have been obtained by a chemical resolution method which provides confirmation of optical yields and absolute stereochemistry.The fungal metabolism results indicate that the mono-oxygenase enzymes can stereodifferentiate between prochiral (diastereotopic) Ione pairs on a sulphur atom and also between prochiral (enantiotopic) thioalkyl substituents on a carbon atom during the formation of monosulphoxides.