| Identification | Back Directory | [Name]
4-AMINO-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER | [CAS]
120278-07-1 | [Synonyms]
N-CBZ-4-aMinepiperidin
1-CBZ-4-AMINOPIPERIDINE
N-CBZ-4-aminepiperidine
1-N-CBZ-4-AMINO-PIPERIDINE
4-AMINO-1-N-CBZ-PIPERIDINE
4-Amino-1-carbobenzoxypiperidine
4-Amino-1-benzyloxycarbonylpiperidine
Benzyl 4-Amino-1-piperidinecarboxylate
Benzyl 4-aminopiperidine-1-carboxylate
4-Amino-1-N-Cbz-piperidine hydrochloride
Benzyl4-aminopiperidine-1-carboxylate,97%
4-Amino-1-piperidinecarboxylic Acid Benzyl Ester
4-AMINO-PIPERIDINE-1-CARBOXYLIC ACID BENZYL ESTER
benzyl 4-aminopiperidine-1-carboxylate hydrochloride
1-Piperidinecarboxylic acid, 4-amino-, phenylmethyl ester | [Molecular Formula]
C13H18N2O2 | [MDL Number]
MFCD05863884 | [MOL File]
120278-07-1.mol | [Molecular Weight]
234.29 |
| Chemical Properties | Back Directory | [Melting point ]
68 °C(dec.) | [Boiling point ]
367.2±42.0 °C(Predicted) | [density ]
1.151±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
powder to lump | [pka]
10.07±0.20(Predicted) | [color ]
White to Light yellow | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C13H18N2O2/c14-12-6-8-15(9-7-12)13(16)17-10-11-4-2-1-3-5-11/h1-5,12H,6-10,14H2 | [InChIKey]
YYIQGSYCCNQAGV-UHFFFAOYSA-N | [SMILES]
N1(C(OCC2=CC=CC=C2)=O)CCC(N)CC1 |
| Hazard Information | Back Directory | [Uses]
It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field. | [Synthesis]
General procedure for the synthesis of 1-Cbz-4-aminopiperidine (benzyl 4-aminopiperidine-1-carboxylate) from 1-Cbz-4-BOC-aminopiperidine: 4-(N-BOC amino)-Cbz piperidine (24.4 kg, 73.42 mol), THF (65 kg), and 5M HCl (23.0 kg, 110.13 mol) were mixed and heated to 30-35 °C for 2 h. The reaction was then continued at 55 °C overnight. After completion of the reaction, the mixture was cooled to 100 °C and dichloromethane (97 kg) and 10 M NaOH (7.97 kg, 145.12 mol) were added, controlling the temperature below 25 °C. After partitioning, the organic phase was washed with 25 wt% NaCl solution (27.5 kg). The washed organic phase was concentrated by distillation at atmospheric pressure to a volume of about 70 L. Subsequently, dichloromethane (162 kg) was added and concentrated by distillation again to a volume of about 120 L to give a dichloromethane solution of the title product 1-Cbz-4-aminopiperidine (17.2 kg, 100% yield). The structure of the product was confirmed by 1H NMR (CDCl3): δ 7.33 (5H, m), 5.14 (2H, s), 4.14 (2H, br s), 2.87 (3H, m), 1.83 (2H, m), 1.66 (3H, m), 1.28 (2H, m). | [References]
[1] Patent: WO2009/91856, 2009, A2. Location in patent: Page/Page column 63-64 |
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