| Identification | Back Directory | [Name]
1-Boc-4-ethynylpiperidine | [CAS]
287192-97-6 | [Synonyms]
1-Boc-4-ethynylpiperidine
N-Boc-4-ethynylpiperidine
Tert-butyl4-ethynylpiperidin-1-carboxylate
ert-butyl4-ethynylpiperidine-1-carboxylate
TERT-BUTYL 4-ETHYNYLPIPERIDINE-1-CARBOXYLATE
4-Ethynyl-piperidine-1-carboxylic acid tert-butyl ester
1-Piperidinecarboxylic acid, 4-ethynyl-, 1,1-dimethylethyl ester | [Molecular Formula]
C12H19NO2 | [MDL Number]
MFCD09038026 | [MOL File]
287192-97-6.mol | [Molecular Weight]
209.28 |
| Chemical Properties | Back Directory | [Boiling point ]
269.6±29.0 °C(Predicted) | [density ]
1.02±0.1 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [pka]
-2.20±0.40(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C12H19NO2/c1-5-10-6-8-13(9-7-10)11(14)15-12(2,3)4/h1,10H,6-9H2,2-4H3 | [InChIKey]
INUWDZDWSJJFSQ-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(C#C)CC1 |
| Hazard Information | Back Directory | [Uses]
tert-Butyl 4-Ethynylpiperidine-1-carboxylate is a useful research chemical. | [Synthesis]
A solution of dimethyl (1-diazido-2-oxopropyl)phosphonate (323 mg, 1.68 mmol) in methanol (2 mL) was added slowly and dropwise to a stirred mixture of 1-Boc-piperidine-4-carboxaldehyde (358 mg, 1.68 mmol) and potassium carbonate (464 mg, 3.36 mmol) in methanol (16 mL) at 0 °C. The reaction mixture was stirred overnight at room temperature and subsequently filtered and concentrated. The residue was purified by silica gel column chromatography using ethyl acetate/hexane (1:5, v/v) as eluent to afford 1-Boc-4-ynylpiperidine (308 mg, 88% yield) as colorless crystals.LC-MS m/z: 154 [M-Boc+2H]+. (Reference: J. Am. Chem. Soc. 2003, 125, 3714.) | [References]
[1] Journal of the American Chemical Society, 2003, vol. 125, # 13, p. 3714 - 3715
[2] Patent: WO2007/97937, 2007, A1. Location in patent: Page/Page column 191
[3] Patent: WO2008/156739, 2008, A1. Location in patent: Page/Page column 222
[4] Tetrahedron Letters, 2006, vol. 47, # 11, p. 1729 - 1731
[5] Medicinal Chemistry Research, 2018, vol. 27, # 11-12, p. 2437 - 2445 |
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