Identification | Back Directory | [Name]
N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE | [CAS]
166815-96-9 | [Synonyms]
166815-96-9 tert-Butyl 4-((tosyloxy) 1-Boc-4-(tosyloxyMethyl)piperidine N-Boc-4-(4-toluenesulfonyloxymethyl)piperidine 1-N-bOC-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE 1-Boc-4-(p-toluenesulfonyloxymethyl)piperidine,96% 1-Boc-4-(p-toluenesulfonyloxyMethyl)piperidine, 96% N-(tert-Butoxycarbonyl)-4-(tosyloxymethyl)piperidine N-tert-Butoxycarbonyl-4-(4-toluenesulfonyloxymethyl) 1-(tert-Butoxycarbonyl)-4-(tosyloxymethyl)piperidine 1-N-BOC-4-(4-Methylbenzenesulfonyloxymethyl)piperidine tert-Butyl 4-((tosyloxy)Methyl)piperidine-1-carboxylate 1-piperidinecarboxylic acid, 4-[[[(4-methylphenyl)sulfonyl N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE N-tert-Butoxycarbonyl-4-(4-toluenesulphonyloxymethyl)piperidine N-tert-Butoxycarbonyl-4-(4-toluenesulfonyloxymethyl)piperidi... N-tert-Butoxycarbonyl-4-(4-toluenesulfonyloxymethyl)piperidine95% 1-(tert-Butoxycarbonyl)-4-[(p-toluenesulfonyloxy)methyl]piperidine 1-(tert-Butoxycarbonyl)-4-[(p-toluenesulfonyloxy)methyl]piperidine> tert-butyl 4-{[(4-methylbenzenesulfonyl)oxy]methyl}piperidine-1-carboxylate tert-butyl 4-({[(4-methylphenyl)sulfonyl]oxy}methyl)piperidine-1-carboxylate 4-[[(4-Tolylsulfonyl)oxy]methyl]piperidine-1-carboxylic acid tert-butyl ester 4-[(4-methylphenyl)sulfonyloxymethyl]-1-piperidinecarboxylic acid tert-butyl ester 4-[(4-methylphenyl)sulfonyloxymethyl]piperidine-1-carboxylic acid tert-butyl ester 1-PIPERIDINECARBOXYLIC ACID, 4-[[[(4-METHYLPHENYL)SULFONYL]OXY]METHYL]-, 1,1-DIMETHYLETHYL ESTER | [Molecular Formula]
C18H27NO5S | [MDL Number]
MFCD05864740 | [MOL File]
166815-96-9.mol | [Molecular Weight]
369.48 |
Chemical Properties | Back Directory | [Melting point ]
74-76℃ | [Boiling point ]
487.8±18.0 °C(Predicted) | [density ]
1.174±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
-1.94±0.40(Predicted) | [color ]
White to Orange to Green | [InChI]
InChI=1S/C18H27NO5S/c1-14-5-7-16(8-6-14)25(21,22)23-13-15-9-11-19(12-10-15)17(20)24-18(2,3)4/h5-8,15H,9-13H2,1-4H3 | [InChIKey]
DARTVAOOTJKHQW-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(COS(C2=CC=C(C)C=C2)(=O)=O)CC1 |
Hazard Information | Back Directory | [Uses]
tert-Butyl 4-((tosyloxy)methyl)piperidine-1-carboxylate is a useful intermediate used in the preparation of biologically active molecules with pharmacological applications. | [Synthesis]
Example 1A Synthesis of tert-butyl 4-((tolylenesulfonyloxy)methyl)piperidine-1-carboxylate: N-BOC-4-piperidine methanol (10 g, 46.5 mmol) and triethylamine (5.64 g, 55.8 mmol) were dissolved in dichloromethane (100 mL) under nitrogen protection and cooled to 0°C. Subsequently, p-toluenesulfonyl chloride (9.73 g, 51.2 mmol) and 4-dimethylaminopyridine (1.13 g, 9.3 mmol) were slowly added to the solution. The reaction mixture was stirred at 17°C for 2 hours. After completion of the reaction, the reaction was quenched by the addition of water (100 mL). The aqueous layer was extracted with dichloromethane (100 mL x 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give the crude product. Purification by column chromatography afforded 1-N-Boc-4-(4-methylbenzenesulfonyl oxymethyl)piperidine (17 g, 99% yield) as a white solid.LCMS (ESI) m/z: 370 (M + 1). | [References]
[1] Patent: US2017/29430, 2017, A1. Location in patent: Paragraph 0255 [2] Patent: CN105315267, 2016, A. Location in patent: Paragraph 0033; 0049 [3] Patent: WO2008/42282, 2008, A2. Location in patent: Page/Page column 107-108; 168-169; 210-211 [4] Patent: WO2012/168349, 2012, A1. Location in patent: Page/Page column 37 [5] Patent: US2013/34504, 2013, A1. Location in patent: Paragraph 0147; 0148; 0149 |
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