| Identification | More | [Name]
N-Boc-Piperidine-4-carboxylic acid methyl ester | [CAS]
124443-68-1 | [Synonyms]
1-N-BOC-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER
1-TERT-BUTYL 4-METHYL PIPERIDINE-1,4-DICARBOXYLATE
METHYL N-BOC-4-PIPERIDINECARBOXYLATE
METHYL N-BOC-PIPERIDIN-4-CARBOXYLATE
N-BOC-4-METHYL PIPERIDINECARBOXYLATE
N-BOC-PIPERIDINE-4-CARBOXYLIC ACID METHYL ESTER
PIPERIDINE-1,4-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER 4-METHYL ESTER
Methyl 1-N-Boc-4-piperidinecarboxylate
Methyl1-tert-butoxycarbonylpiperidine-4-carboxyla
MethylN-Boc-4-piperidinecarboxylateG
Methyl N-Boc-piperidine-4-carboxylate
N-BOC-Piperidine-4-carboxylicacidmethyl
Methyl piperidine-4-carboxylate, N-BOC protected
N-BOC-4-PIPERIDINECARBOXYLIC ACID METHYL ESTER
tert-Butyl methyl piperidine-1,4-dicarboxylate
N-Boc-Isonipecotic acid methyl ester
1-(tert-butyl) 4-methyl tetrahydro-1,4(2H)-pyridinedicarboxylate
N-Boc-Piperidine-4-carboxylate
1-Boc-Piperidine-4-carboxylic acid methyl ester | [EINECS(EC#)]
200-333-3 | [Molecular Formula]
C12H21NO4 | [MDL Number]
MFCD02183584 | [Molecular Weight]
243.3 | [MOL File]
124443-68-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
33.0 to 37.0 °C | [Boiling point ]
307.4±35.0 °C(Predicted) | [density ]
1.094±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to lump | [pka]
-2.29±0.40(Predicted) | [color ]
White to Light yellow | [InChI]
InChI=1S/C12H21NO4/c1-12(2,3)17-11(15)13-7-5-9(6-8-13)10(14)16-4/h9H,5-8H2,1-4H3 | [InChIKey]
PTZNCCIULVXFIJ-UHFFFAOYSA-N | [SMILES]
N1(C(OC(C)(C)C)=O)CCC(C(OC)=O)CC1 | [CAS DataBase Reference]
124443-68-1(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
White solid | [Uses]
Methyl (1-BOC-piperidin-4-yl)carboxylate can be used as orexin type-2 receptor agonist. | [Synthesis]
General procedure for the synthesis of methyl 1-tert-butoxycarbonyl-4-piperidinecarboxylate from methanol and 1-Boc-4-piperidinecarboxylic acid: a hexane solution of trimethylmethylsilyl diazomethane (2.00 M, 52.9 mL, 106 mmol) was added slowly and dropwise at 0 °C to a 1-tert-butoxycarbonyl-piperidine-4-carboxylic acid (12.14 g, 52.95 mmol) acetonitrile ( 100 mL) suspension. Methanol (10 mL) was then added. The reaction mixture was allowed to stand at 0 °C for 30 min and then stirred at room temperature for 3 h. The reaction was carried out under reduced pressure. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography [hexane/ethyl acetate (4.5:1, v/v)] to afford 1-tert-butyl 4-methylpiperidine-1,4-dicarboxylate as a colorless oil (11.5 g, 90% yield). The structure of the product was confirmed by 1H NMR (400 MHz, d6-DMSO): δ 4.02 (dt, 2H, J = 3.5, 13.7 Hz), 3.69 (s, 3H), 2.82 (ddd, 2H, J = 3, 11.5, 14.5 Hz), 2.45 (tt, 1H, J = 3.9, 11.5 Hz), 1.90-1.84 ( m, 2H), 1.67-1.57 (m, 2H), 1.45 (s, 9H). Mass spectral analysis (ES) showed m/z 265.8 (MNa+); calculated value: 243.1 (M). | [References]
[1] Patent: WO2006/86609, 2006, A2. Location in patent: Page/Page column 160
[2] Tetrahedron Letters, 2004, vol. 45, # 12, p. 2663 - 2665
[3] Tetrahedron Letters, 2011, vol. 52, # 8, p. 849 - 852 |
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