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| | Ethyl (3S)-piperidine-3-carboxylate Basic information |
| | Ethyl (3S)-piperidine-3-carboxylate Chemical Properties |
| Boiling point | 102-104 °C/7 mmHg(lit.) | | density | 1.043 g/mL at 25 °C | | refractive index | n20/D 1.471 | | Fp | 77 °C | | storage temp. | Keep in dark place,Inert atmosphere,Store in freezer, under -20°C | | pka | 9.35±0.10(Predicted) | | form | clear liquid | | 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 | | InChI | 1S/C8H15NO2/c1-2-11-8(10)7-4-3-5-9-6-7/h7,9H,2-6H2,1H3/t7-/m0/s1 | | InChIKey | XIWBSOUNZWSFKU-ZETCQYMHSA-N | | SMILES | CCOC(=O)[C@H]1CCCNC1 | | CAS DataBase Reference | 37675-18-6(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38-41 | | Safety Statements | 26-36/37/39-39-36 | | RIDADR | NA 1993 / PGIII | | WGK Germany | 3 | | HS Code | 29339900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Dam. 1 |
| | Ethyl (3S)-piperidine-3-carboxylate Usage And Synthesis |
| 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 |
| | Ethyl (3S)-piperidine-3-carboxylate Preparation Products And Raw materials |
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