61530-30-1

Usage

Uses

Used in Pharmaceutical Industry:
(1R)-1-METHYLPROPYL-4-METHYLBENZENESULFONATE is used as a protective agent for preventing bladder damage caused by chemotherapy drugs. It serves to bind with the toxic metabolites of these drugs, mitigating their harmful effects on the bladder tissue and reducing the incidence of hemorrhagic cystitis in patients undergoing chemotherapy.
Used in Medical Applications:
(1R)-1-METHYLPROPYL-4-METHYLBENZENESULFONATE is also being investigated for its potential use in treating other conditions such as interstitial cystitis and radiation-induced cystitis, expanding its role in medical care beyond its primary application in chemotherapy support.

InChI:InChI=1/C11H16O3S/c1-4-10(3)14-15(12,13)11-7-5-9(2)6-8-11/h5-8,10H,4H2,1-3H3/t10-/m1/s1

Upstream product

• 4221-99-2 (S)-2-butanol 
• 104-15-4 toluene-4-sulfonic acid 
• 80-48-8 methyl p-toluene sulfonate 
• 14898-79-4 (2R)-butan-2-ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 4909-81-3 (1S)-methylpropyl benzoate 
• 93779-85-2 (S)-(+)-2-butyl p-tolyl sulfide 
• 106-98-9 1-butylene 
• 624-64-6 trans-2-Butene 
• 1536-78-3 2-butyl trifluoroacetate 
• 214117-54-1 4-(4-Bromo-phenyl)-2-((S)-sec-butyl)-2,4-dihydro-[1,2,4]triazol-3-one 
• 153896-47-0 (S)-2-(sec-butyl)-4-(4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one 
• 87106-27-2 (S)-2-methyl-1-phenylsulfonylbutane 

Relevant academic research and scientific papers

Optical Stability of Carbanions Derived from Sulphoximides and Sulphilimines

Pairs of diastereomeric sulphoximides and sulphilimines of known absolute configuration have been converted into the corresponding carbanions, which have a definite optical stability.

Kinetic Control of a Self-Assembly Pathway towards Hidden Chiral Microcoils

Manipulating the self-assembly pathway is essentially important in the supramolecular synthesis of organic nano- and microarchitectures. Herein, we design a series of photoisomerizable chiral molecules, and realize precise control over pathway complexity with external light stimuli. The hidden single-handed microcoils, rather than the straight microribbons through spontaneous assembly, are obtained through a kinetically controlled pathway. The competition between molecular interactions in metastable photostationary intermediates gives rise to a variety of molecular packing and thereby the possibility of chirality transfer from molecules to supramolecular assemblies.

Stereocontrolled C(sp3)-P bond formation with non-activated alkyl halides and tosylates

The C(sp3)-P bond is formed via the reaction between P-H compounds and non-activated alkyl electrophiles, especially secondary alkyl halides and tosylates. This reaction proceeds via an SN2 mechanism with inversion of configuration, so it can be used to form C-P bonds with stereocontrol from chiral secondary alcohols.

Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure

Despite advances in organometallic cross-coupling of alkyl electrophiles, there are few stereoselective reactions of chiral, nonracemic substrates. Herein we report a stereospecific carbonylative coupling of alkyl tosylates and dienes producing enantioenriched dienones. This catalytic process proceeds under low pressure and mild conditions using a simple cobalt catalyst and extends to diverse tosylate and diene coupling partners. The transformation constitutes a unique, convergent approach to the asymmetric synthesis of valuable carbonyl compounds from easily accessed starting materials.

SMALL MOLECULE INHIBITORS OF FIBROSIS

Described herein are compounds and compositions for the treatment of a fibrotic disease.

New method for synthesis of EZH2 methyltransferase inhibitor GSK126

GSK126 is a potent small-molecule inhibitor of S-adenosyl-methionine-competitive EZH2 methyltransferase and has the potential to be used clinically for preventing unwanted histone methylation of tumor suppressor genes. In this article, we describe a new s

Highly fluorescent one-handed nanotubes assembled from a chiral asymmetric perylene diimide

Highly fluorescent bilayer nanotubes with a right- or left-handed helical sense were assembled from a chiral asymmetric perylene diimide for the first time, which constitute a new family member of self-assembled organic nanotubes.

Synthesis of four stereoisomers of (S)-2-methylpent-3-yl 3,13-dimethylpentadecanoate, a sex pheromone of the bagworm moth clania variegate, using stereospecific inversion of secondary sulfonates as a key step

Females of some lepidopteran species produce novel sex pheromones with a methyl-branched structure, such as 2-methylpent-3-yl 3,13-dimethylpentadecanoate secreted by the bagworm moth Clania variegate. Recently, we have established a simple preparative method for the synthesis of methyl-branched building blocks by utilizing an SN2 reaction of chiral secondary tosylates derived from (S)- and (R)-propylene oxides. The usefulness of these building blocks was demonstrated by their application in the synthesis of all four stereoisomers of an acid moiety in the bagworm pheromone. The enantiomeric purities of all building blocks were confirmed by enantioselective HPLC analysis. We found that a secondary mesylate was superior to the corresponding tosylate because it avoided an elimination side reaction, and racemization in the SN2 reaction was not observed even at high temperature (150 °C). Finally, each optically active acid was esterified with (S)-2-methyl-3-pentanol, which was synthesized by a new route starting from (S)-valine. A simple route to methyl-branched building blocks has been developed by utilizing an S N2 reaction of chiral secondary sulfonates derived from (S)- and (R)-propylene oxides. The usefulness of these building blocks was demonstrated by the stereospecific synthesis of all four stereoisomers of a bagworm pheromone. Copyright

Impact of absolute stereochemistry on the antiangiogenic and antifungal activities of itraconazole

Itraconazole is used clinically as an antifungal agent and has recently been shown to possess antiangiogenic acitivity. Itraconazole has three chiral centers that give rise to eight stereoisomers. The complete role of stereochemistry in the two activities of itraconazole, however, has not been addressed adequately. For the first time, all eight stereoisomers of itraconazole (1a?h) have been synthesized and evaluated for activity against human endothelial cell proliferation and for antifungal activity against five fungal strains. Distinct antiangiogenic and antifungal activity profiles of the trans stereoisomers, especially 1e and 1f, suggest different molecular mechanisms underlying the antiangiogenic and antifungal activities of itraconazole.

Tritiated chiral alkanes as substrates for soluble methane monooxygenase from Methylococcus capsulatus (Bath): Probes for the mechanism of hydroxylation

The tritiated chiral alkanes (S)-[1-2H1, 1-3H]ethane, (R)-[1-2H1, 1-3H]ethane, (S)-[1-2H1, 1-3H]butane, (R)[1-2H1, 1-3H]but