Identification | Back Directory | [Name]
TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE | [CAS]
156185-63-6 | [Synonyms]
Boc-4-piperidinepropanol N-BOC-4-(3'-propanol)-piperidine 3-(1-Boc-4-piperidyl)-1-propanol 3-(N-Boc-piperidin-4-yl)propanol 1-N-BOC-4-(3'-PROPANOL)-PIPERIDINE N-Boc-4-(3-Hydroxypropyl)piperidine 4-(3-Hydroxypropyl)piperidine, N-BOC protected 3-(1-(tert-Butoxycarbonyl)piperidin-4-yl)propanol 4-(3-Hydroxyprop-1-yl)piperidine, N-BOC protected 4-(3-HYDROXY-PROPYL)-PIPERIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER tert-Butyl 4-(3-hydroxypropyl)tetrahydropyridine-1(2H)-carboxylate TERT-BUTYL 4-(3-HYDROXYPROPYL)TETRAHYDRO-1(2H)-PYRIDINECARBOXYLATE Tert-butyl 4-(3-hydroxypropyl)tetrahydro-1(2H)-pyridinecarboxylate ,97% 1-Piperidinecarboxylic acid, 4-(3-hydroxypropyl)-, 1,1-diMethylethyl ester tert-Butyl 4-(3-hydroxyprop-1-yl)piperidine-1-carboxylate, 1-(tert-Butoxycarbonyl)-4-(3-hydroxyprop-1-yl)piperidine | [Molecular Formula]
C13H25NO3 | [MDL Number]
MFCD02677712 | [MOL File]
156185-63-6.mol | [Molecular Weight]
243.34 |
Chemical Properties | Back Directory | [Boiling point ]
339.8±15.0 °C(Predicted) | [density ]
1.029 | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Low-Melting Solid | [pka]
15.16±0.10(Predicted) | [color ]
White to Off-White | [InChI]
InChI=1S/C13H25NO3/c1-13(2,3)17-12(16)14-8-6-11(7-9-14)5-4-10-15/h11,15H,4-10H2,1-3H3 | [InChIKey]
OXPWHPCCUXESFQ-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(CCCO)CC1 |
Hazard Information | Back Directory | [Uses]
tert-Butyl 4-(3-Hydroxypropyl)piperidine-1-carboxylate is a reagent in the preparation of 1-alkyloxy-2-methoxy-4-nitrobenzene fragments: potent human glutaminyl cyclase inhibitors. | [Synthesis]
The general procedure for the synthesis of N-BOC-4-(3'-hydroxypropyl)-piperidine from 3-(4-piperidinyl)-1-propanol and di-tert-butyl dicarbonate was as follows:
1. Di-tert-butyl dicarbonate (3.66 g, 16.8 mmol) was slowly added to a stirring solution of anhydrous dichloromethane (20 mL) of 3-(4-piperidinyl)-1-propanol (1.60 g, 11.2 mmol) under nitrogen protection and the reaction was carried out at ambient temperature.
2. The resulting reaction mixture was stirred continuously for 2 hours.
3. Upon completion of the reaction, the mixture was purified directly by silica gel column chromatography with the eluent being methanol in dichloromethane (0-3% gradient).
4. The target fraction was collected to afford N-BOC-4-(3'-hydroxypropyl)-piperidine as a clear oil (2.40 g, 88% yield). | [References]
[1] Organic Letters, 2002, vol. 4, # 4, p. 549 - 552 [2] Patent: US2008/306082, 2008, A1. Location in patent: Page/Page column 5-6 [3] Patent: US6235731, 2001, B1 [4] Organic and Biomolecular Chemistry, 2014, vol. 12, # 5, p. 783 - 794 [5] Tetrahedron, 1999, vol. 55, # 39, p. 11619 - 11639 |
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