297180-07-5

Basic information

• Product Name: ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE
• Synonyms: ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE;AKOS 91501
• CAS NO: 297180-07-5
• Molecular Formula: C₁₅H₂₁NO₄S
• Molecular Weight: 311.4
• Mol File: 297180-07-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE(297180-07-5)
• EPA Substance Registry System: ETHYL 1-[(4-METHYLPHENYL)SULFONYL]-4-PIPERIDINECARBOXYLATE(297180-07-5)

Safety Data

• Hazardous Substances Data: 297180-07-5(Hazardous Substances Data)

Upstream product

• 1126-09-6 4-carbethoxypiperidine 
• 1576-35-8 toluene-4-sulfonic acid hydrazide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 582299-09-0 {1-[(4-methylphenyl)sulfonyl]piperidin-4-yl}methanol 
• 92324-30-6 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-ol 
• 1274845-59-8 1-(1-p-toluenesulfonylpiperidin-4-yl)ethan-1-one 

Relevant articles and documents

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Due to outstanding biological activities of 1,3,4-oxadiazole, a series of S-substituted derivatives of 5-[1-(4-tosyl)piperidin-4-yl]-1,3,4-oxadiazol-2-thiol (5a-f) was synthesized. The reaction of p-toluene sulfonyl chloride (a) with ethyl isonepacotate (

Direct Amidation of Esters by Ball Milling**

The direct mechanochemical amidation of esters by ball milling is described. The operationally simple procedure requires an ester, an amine, and substoichiometric KOtBu and was used to prepare a large and diverse library of 78 amide structures with modest to excellent efficiency. Heteroaromatic and heterocyclic components are specifically shown to be amenable to this mechanochemical protocol. This direct synthesis platform has been applied to the synthesis of active pharmaceutical ingredients (APIs) and agrochemicals as well as the gram-scale synthesis of an active pharmaceutical, all in the absence of a reaction solvent.

Light-Mediated Formal Radical Deoxyfluorination of Tertiary Alcohols through Selective Single-Electron Oxidation with TEDA2+.

The synthesis of tertiary alkyl fluorides through a formal radical deoxyfluorination process is described herein. This light-mediated, catalyst-free methodology is fast and broadly applicable allowing for the preparation of C?F bonds from (hetero)benzylic, propargylic, and non-activated tertiary alcohol derivatives. Preliminary mechanistic studies support that the key step of the reaction is the single-electron oxidation of cesium oxalates—which are readily available from the corresponding tertiary alcohols—with in situ generated TEDA2+. (TEDA: N-(chloromethyl)triethylenediamine), a radical cation derived from Selectfluor.

Synthesis, biological evaluation, and in silico study of some unique multifunctional 1,2,4-triazole acetamides

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Radical Deuteration with D2O: Catalysis and Mechanistic Insights

Selective incorporation of deuterium atoms into molecules is of high interest for labeling purposes and for optimizing properties of drug candidates. A mild and environmentally benign method for the deuteration of alkyl iodides via radical pathway using D2O as source of deuterium has been developed. The reaction is initiated and mediated by triethylborane in the presence of dodecanethiol as a catalyst. This method is compatible with a wide range of functional groups and provides the monodeuterated products in good yields and with a high level of deuterium incorporation. It opens promising opportunities for the development of enantioselective radical reactions. Moreover, a revision of the mechanism of the deoxygenation reaction of xanthates using R3B and water (Wood deoxygenation) is presented.

Copper(I)-Catalyzed Stereo- and Chemoselective Borylative Radical Cyclization of Alkyl Halides Bearing an Alkene Moiety

The stereoselective borylative radical cyclization of alkyl halides containing an alkene moiety was developed using a copper(I)/diboron catalyst system. The optimized reaction conditions allowed us to control the chemoselectivity between the allylic substitution and the borylative radical cyclization. The borylation products were subsequently converted to highly functionalized organic compounds by derivatization of the newly formed C-B bond. This borylative radical cyclization offers a novel methodology for the stereoselective synthesis of various heterocyclic compounds.

Electrochemical synthesis of sulfonamides from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines

An efficient electrochemical synthesis of sulfonamides (yields 56–98%) from arenesulfonohydrazides or sodium p-methylbenzenesulfinate and amines was performed in an undivided cell with graphite anode and iron cathode in MeCN–H2O medium using halides as redox mediators and supporting electrolytes.

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Synthesis of several 3,3-diarylazepan-4-ones and 5,5-diarylazepan-4-ones has been established starting from two tetrasubstituted olefins, which is derived from commercially available piperidine-3-carboxylic acid ethyl ester and piperidine-4-carboxylic aci

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