| Identification | More | [Name]
Ethyl (3S)-piperidine-3-carboxylate | [CAS]
37675-18-6 | [Synonyms]
ETHYL (S)-(+)-3-PIPERIDINECARBOXYLATE
ETHYL (S)-(+)-NIPECOTATE
H-S-3PIP-OET
(S)-(+)-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER
(S)-(+)-ETHYL NIPECOTATE
(S)-ETHYL-NIPECOTATE
(S)-ETHYL PIPERIDINE-3-CARBOXYLATE
(S)-(+)-NIPECOTIC ACID ETHYL ESTER
(S)-NIPECOTIC ACID ETHYL ESTER
(S)-PIPERIDINE-3-CARBOXYLIC ACID ETHYL ESTER
(S)-Piperidine-3-Carboxylic Acid Ethyl Ester HCl
ETHYL (S)-PIPERIDINE-3-CARBOXYLATE
S-Ethyl 3-piperidinecarboxylate
(S)-Piperidine-3-carboxylicacidethylesterhydrochloride
(S)-1-BOC-ETHYL NIPECOTATE
Ethyl (3S)-piperidine-3-carboxylate | [EINECS(EC#)]
609-464-4 | [Molecular Formula]
C8H15NO2 | [MDL Number]
MFCD00792499 | [Molecular Weight]
157.21 | [MOL File]
37675-18-6.mol |
| Chemical Properties | Back Directory | [Boiling point ]
102-104 °C/7 mmHg(lit.) | [density ]
1,02 g/cm3 | [refractive index ]
n20/D 1.471 | [Fp ]
77 °C | [storage temp. ]
Refrigerator | [form ]
clear liquid | [pka]
9.35±0.10(Predicted) | [color ]
Colorless to Almost colorless | [Specific Gravity]
1.012 | [Optical Rotation]
-3.4°(C=0.01 g/ml, CHCL3, 20°C, 589nm) | [Sensitive ]
Light, Air & Moisture Sensitive | [CAS DataBase Reference]
37675-18-6(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R41:Risk of serious damage to eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S39:Wear eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
NA 1993 / PGIII | [WGK Germany ]
3 | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Colorless liquid | [Uses]
Reactant for synthesis of:
- DPP-4 inhibitors
- JAK2 inhibitors
- Serotonin and noradrenaline reuptake inhibitors
- Human tryptase inhibitors
- Anti-thrombotic nicecotamides
Reactive for oxidative C-arylation of free (NH)-heterocycles via direct (sp3) C-H bond functionalization | [Synthesis]
The general procedure for the synthesis of ethyl (S)-3-piperidinecarboxylate from the compound (CAS:183316-65-6) was as follows: 20.0 g of ethyl piperidinate (70.16 g, 0.446 mmol) and D-tartaric acid (67 g, 1.0 eq.) were dissolved in preheated to 95% ethanol (350 mL). The resulting solution was cooled to room temperature and then filtered and the crystals were washed with pre-cooled 95% ethanol. Subsequently, the crystals were recrystallized in 95% ethanol (550 mL) to give tartrate (38.5 g, 56% yield). The resulting tartrate (38.5 g) was dissolved in water (300 mL), cooled to 0 °C and neutralized with 3M NaOH solution. The neutralized solution was extracted with dichloromethane (5 x 100 mL), the organic phases were combined and dried with anhydrous sodium sulfate, and finally concentrated under reduced pressure to give a clarified oily product (19.0 g, 89% yield). Mass spectrometry (CIMS) analysis showed MH+ = 158. | [References]
[1] Patent: US2004/122018, 2004, A1. Location in patent: Page 208 |
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