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| | N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE Basic information |
| Product Name: | N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE | | Synonyms: | tert-butyl 4-{[(4-methylbenzenesulfonyl)oxy]methyl}piperidine-1-carboxylate;4-[(4-methylphenyl)sulfonyloxymethyl]-1-piperidinecarboxylic acid tert-butyl ester;4-[(4-methylphenyl)sulfonyloxymethyl]piperidine-1-carboxylic acid tert-butyl ester;tert-Butyl 4-((tosyloxy);N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE;1-PIPERIDINECARBOXYLIC ACID, 4-[[[(4-METHYLPHENYL)SULFONYL]OXY]METHYL]-, 1,1-DIMETHYLETHYL ESTER;N-tert-Butoxycarbonyl-4-(4-toluenesulfonyloxymethyl)piperidine95%;N-tert-Butoxycarbonyl-4-(4-toluenesulfonyloxymethyl) | | CAS: | 166815-96-9 | | MF: | C18H27NO5S | | MW: | 369.48 | | EINECS: | | | Product Categories: | | | Mol File: | 166815-96-9.mol |  |
| | N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE Chemical Properties |
| 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 |
| HazardClass | IRRITANT | | HS Code | 2933399990 |
| | N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE Usage And Synthesis |
| 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 |
| | N-TERT-BUTOXYCARBONYL-4-(4-TOLUENESULFONYLOXYMETHYL)PIPERIDINE Preparation Products And Raw materials |
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