27238-06-8

Upstream product

• 103-67-3 benzyl-methyl-amine 
• 54769-22-1 1-methanesulfonyloxy-1,2,3-benzotriazole 
• 1184-85-6 N-methylmethane sulphonamide 
• 122-97-4 3-Phenyl-1-propanol 
• 124-63-0 methanesulfonyl chloride 
• 67-68-5 dimethyl sulfoxide 
• 108-88-3 toluene 

Downstream Products

• 639008-16-5 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid benzylmethylamide 
• 92-52-4 biphenyl 
• 845280-86-6 C₁₆H₁₆FNO₃S 
• 774575-92-7 N-benzyl-N-methyl-2-oxo-2-phenylethanesulfonamide 
• 197958-57-9 1-Benzyl-3,3-diisopropyl-1-methyl-urea 
• 81616-14-0 tert-butyl N-benzyl-N-methylcarbamate 
• 3695-02-1 N-benzyl-N-methyl-p-toluenesulfonamide 
• 29823-47-0 N-benzyl-N-methylacetamide 
• 17105-71-4 N-methyl-N-benzylformamide 
• 639008-10-9 N-{4-[2-(benzylmethylsulfamoyl)ethyl]phenyl}-N-(2,2-dimethoxyethyl)-2,2,2-trifluoroacetamide 
• 639008-15-4 2-[3-(1-methylpiperidin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide 
• 639008-14-3 2-[3-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide 
• 639008-12-1 2-[1-(2,2,2-trifluoroacetyl)-1H-indol-5-yl]ethanesulfonic acid benzylmethylamide 
• 639008-08-5 2-[4-(2,2-dimethoxyethylamino)phenyl]ethanesulfonic acid benzylmethylamide 

Relevant academic research and scientific papers

Electrosynthesis of sulfonamides from DMSO and amines under mild conditions

With DMSO as the solvent and the precursor of a -SO2Me unit at room temperature, a novel electrochemical oxidization and amination of DMSO with amines was developed for the synthesis of sulfonamides. Our investigations reveal that this transformation may involve a radical process and an electrochemical oxidization of DMSO.

Concise, protecting-group-free synthesis of (+)-nemonapride via Eu(OTf)3-catalyzed aminolysis of 3,4-epoxy alcohol

A concise, protecting-group-free synthesis of the antipsychotic agent (+)-nemonapride has been achieved featuring a europium(III) trifluoromethanesulfonate (Eu(OTf)3)-catalyzed C4 selective aminolysis of a 3,4-epoxy alcohol by benzylamine and a

Nickel-catalyzed product-controllable amidation and imidation of sp3 C-H bonds in substituted toluenes with sulfonamides

A nickel-catalyzed product-controllable imidation and amidation of sp3 C-H bonds in substituted toluenes with sulfonamides were developed. Based on the change of the reaction time and atmosphere from N2 to O2, this reaction proceeded in high yields and excellent selectivity under different conditions. Mechanistic details were also described.

Copper-catalyzed amination of primary benzylic C?H bonds with primary and secondary sulfonamides

A room-temperature, copper-catalyzed amination of primary benzylic C?H bonds with primary and secondary sulfonamides is described. The reaction is applicable to the coupling of a range of primary and secondary benzylic hydrocarbons with a diverse set of sulfonamides and is tolerant of substitution on both coupling partners. Factors which influence the selectivity of C?H functionalization between primary and secondary sites are examined.

Gold-catalyzed substitution reaction with ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent

ortho-Alkynylbenzoic acid alkyl esters behave as alkylating agents in combination with gold catalysts. The reaction with alcohols occurs smoothly in the presence of catalytic amounts of Ph3PAuCl and AgOTf under mild conditions to produce the corresponding ether products in high yields. The protocol is also useful for Friedel-Crafts alkylation and N-alkylation of sulfonamides. The reaction likely proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack of nucleophiles, such as alcohols, aromatic compounds, and sulfonamides.

Hepatoselectivity of statins: Design and synthesis of 4-sulfamoyl pyrroles as HMG-CoA reductase inhibitors

4-Sulfamoyl pyrroles were designed as novel hepatoselective HMG-CoA reductase inhibitors (statins) to reduce myalgia, a statin-induced adverse effect. The compounds were prepared via a [3 + 2] cycloaddition of a Muenchnone with a sulfonamide-substituted alkyne. We identified compounds with greater selectivity for hepatocytes compared to L6-myocytes than rosuvastatin and atorvastatin. There was an inverse correlation of myocyte potencies and C log P values. A number of analogs were effective at reducing cholesterol in acute and chronic in vivo models but they lacked sufficient chronic in vivo activity to warrant further development.

NOVEL PYRROLE-BASED HMG-COA REDUCTASE INHIBITORS

HMGCo-A reductase inhibitor compounds useful as hypocholesterolemic and hypolipidemic compounds are provided. Also provided are pharmaceutical compositions of the compounds. Method of making and methods of using the compounds are also provided.

1H-benzotriazol-1-yl methanesulfonate: A regioselective N-mesylating reagent

1H-Benzotriazol-1-yl methanesulfonate has been found to be an effective reagent in selective mesylation for differentiating amine groups from one another. In a molecule with both primary and secondary amine groups, mesylation only occurred at the primary amine group. When a compound contains both amine and hydroxy groups, the reagent selectively mesylated at the amine groups.

Reductive deprotection of allyl, benzyl and sulfonyl substituted alcohols, amines and amides using a naphthalene-catalysed lithiation

The reaction of different protected alcohols, amines and amides with lithium and a catalytic amount of naphthalene (4 mol %) in THF at low temperature leads to their deprotection under very mild reaction conditions, the process being in many cases chemoselective.