16487-10-8

Upstream product

• 505-23-7 1,3 dithiane 

Downstream Products

• 505-23-7 1,3 dithiane 

Relevant academic research and scientific papers

Stereoselective Enzyme-catalysed Oxidation-Reduction Reactions of Thioacetals-Thioacetal Sulphoxides by Fungy

Enzymes present in the fungus Mortierella isabellina catalyse the transfer of an oxygen atom to the cyclic thioacetal 1,3-dithian and from 1,3-dithian 1-oxide, 1,3,5-trithian 1-oxide, and cis-1,3-dithian 1,3-dioxide.The oxidation of 1,3-dithian and the acyclic thioacetal bis-(p-tolylthio)methane to form the corresponding monosulphoxides occurred in the presence of growing cultures of Aspergillus foetidus and a Helminthosporium species.The degree and the preferred direction of stereoselectivity occurring during the asymmetric oxidation and reduction steps was deduced from the enantiomeric excess (e.e.) and absolute stereochemistry of the isolated 1,3-dithian 1-oxide and p-tolylthio-(p-tolylsulphinyl)metane.

Flavin catalyzed oxidations of sulfides and amines with molecular oxygen

Novel biomimetic, aerobic oxidation with an organocatalyst was performed. The oxidations of organic substrates such as sulfides, secondary amines, N-hydroxylamines, and tertiary amines with molecular oxygen (1 atm) or even in air in the presence of 5-ethyl-3-methyllumiflavinium perchlorate catalyst and hydrazine monohydrate in 2,2,2-trifluoroethanol occur highly efficiently to give the corresponding oxidized compounds in excellent yields along with water and molecular nitrogen, which are environmentally benign. The TON of the oxidation of sulfides amounts to 19000. Copyright

[MoO3(2,2″–bipy)]n catalyzed oxidation of amines and sulfides

The polymeric catalyst [MoO3(2,2′–bipy)]n has been employed in the oxidation of secondary amines to nitrones, and sulfides to sulfoxides or sulfones, using tert–butylhydroperoxide (TBHP) as the stoichiometric oxidant. Whereas the oxi

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

Reactions between lithiated 1,3-dithiane oxides and trialkylboranes

Various 2-substituted-1,3-dithiane oxides (1-oxide and 1,3-dioxide) have been metalated and reacted for the first time with a trialkylborane (trioctylborane). The 2-chloro-1,3-dioxide results in migration of an octyl group from boron to carbon with the displacement of chloride and gives nonanoic acid after oxidation, but there is no evidence for a second migration involving displacement of a sulfenate group. The reaction involving lithiation of the 2-methoxy-1-oxide results in two migrations, with the displacement of both the methoxy group and the thiolate unit of the dithiane ring, giving dioctyl ketone after oxidation, but the yield is low, primarily because thiophilic addition of the lithiating agent predominates over lithiation. Again, there is no evidence for the displacement of the sulfenate unit. However, the intermediate prior to oxidation can be treated with trifluoroacetic anhydride to induce a Pummerer rearrangement, and the presumed trifluoroacetoxyalkylthiolate group then acts as a novel leaving group and is displaced, resulting in trioctylmethanol on oxidation, but the yield is again very low.

Anion effect of 5-ethylisoalloxazinium salts on flavin-catalyzed oxidations with H2O2

The anion effect of the 5-ethylisoalloxazinium salts on their catalytic activity was investigated for the oxidation of sulfide with aq H2O2in order to design more practical and safer flavinium salt catalysts that can replace the conventional perchlorate salt. The anions forming stronger conjugated acids were found to accelerate the catalytic sulfoxidation. The riboflavin-derived isoalloxazinium triflate salt was chosen as a readily accessible flavin with an efficient catalytic activity. In fact, the isoalloxazinium triflate 1b is an excellent organocatalyst for the chemoselective oxidations of a sulfide to a sulfoxide, Bayer–Villiger reaction of a cyclobutanone to a γ-butyrolactone, Dakin reaction of an arylaldehyde to a phenol, and oxidation of an aldehyde to a carboxylic acid using aq H2O2as a terminal oxidant under mild conditions.

Ammonium salt catalyzed oxidation of organosulfides to organosulfoxydes

The selective oxidation of aromatic and aliphatic organosulfides with H2O2/H2O catalyzed by metal free ammonium salts has been explored. Reactions were performed using 2.5-5 mol % of catalyst loadings, isolating the corres

Flavin-catalyzed aerobic oxidation of sulfides and thiols with formic acid/triethylamine

An efficient and practical catalytic method for the aerobic oxidative transformation of sulfides into sulfoxides, and thiols into disulfides with formic acid/TEA in the presence of a new, readily available, and stable flavin catalyst 5d is described. This journal is the Partner Organisations 2014.

Aerobic oxidation of sulfides with a vitamin B2-derived organocatalyst

5-Ethyl-3-methyl-2′,4′:3′,5′-di-O-methylenedioxy- riboflavinium perchlorate (DMRFlEt+ClO4-) is readily derived from commercially available vitamin B2 (riboflavin) and exhibits high catalytic activity for the oxidation of organic sulfides under an oxygen atmosphere (1 atm) with the assistance of hydrazine hydrate as a reductant. This is an inexpensive, convenient, and environmentally benign method for the selective oxidative transformation of sulfides into sulfoxides. Georg Thieme Verlag Stuttgart New York.

PROCESS FOR CABAZITAXEL, AND INTERMEDIATES THEREOF

The present invention relates to processes for making cabazitaxel, cabazitaxel analogues and intermediates thereof. The invention provides novel compounds useful in the synthesis of cabazitaxel.