1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester
1-Benzylpiperidine-4-carboxylic acid ethyl ester
CAS: 24228-40-8
Molecular Formula: C15H21NO2
1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester - Names and Identifiers
1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester - Physico-chemical Properties
| Molecular Formula | C15H21NO2 |
| Molar Mass | 247.33 |
| Density | 1.037 g/mL at 25 °C |
| Melting Point | 120-119℃ |
| Boling Point | 122°C (0.5 mmHg) |
| Flash Point | >110℃ |
| Vapor Presure | 0.000208mmHg at 25°C |
| Appearance | clear liquid |
| Color | Colorless to Light red |
| pKa | 7.93±0.10(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Refractive Index | 1.5120-1.5160 |
| MDL | MFCD00040748 |
| Physical and Chemical Properties | Boiling Point
122 ℃ (0.5 mmHg) |
1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R25 - Toxic if swallowed |
| Safety Description | S24/25 - Avoid contact with skin and eyes. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2810 6.1 / PGIII |
| HS Code | 29333990 |
| Hazard Note | Irritant |
1-(Phenylmethyl)-4-piperidinecarboxylic Acid Ethyl Ester - Reference Information
| Uses | 1-benzyl-4-piperidinoate ethyl acetate and its derivatives are important pharmaceutical intermediates, has high biological activity. Ethyl 1-benzyl-4-piperidinoate can be used to synthesize anti-inflammatory drug trypsin inhibitors, which can antagonize inflammatory mediators at the receptor level. Ethyl 1-benzyl-4-piperidinoate can also be used to synthesize anti-tumor drugs, matrix metalloproteinase inhibitors and farnesyltransferase inhibitors. In a word, 1-benzyl-4-piperidinoate and its derivatives have good biological activity, which can be used not only to synthesize GABA intake inhibitors and anti-tumor drugs, but also to synthesize growth hormone secretagogue, anti-inflammatory and analgesic drugs, cardiovascular drugs, intelligence-promoting drugs, anti-influenza virus drugs and bone disease drugs. |
| Synthesis method | The solution of ethyl isoglutarate (20.01g,127mmol) and triethylamine (21.7ml,0.15mol) in dichloromethane (2L) is cooled to 0°C. Benzyl bromide (18.2ml,0.15mol) was added drop by drop. Heat the mixture to room temperature and stir overnight. The suspension was poured into a saturated aqueous solution of sodium bicarbonate (100ml). The water layer was washed with dichloromethane (2 × 100ml), the combined organic layer was washed with salt water (100ml), dried with anhydrous sodium sulfate, filtered and concentrated in vacuum. The product was purified by column chromatography (ethyl acetate/hexane, 1/3,v/v) to give ethyl 1-benzyl-4-piperidinoate (27.40g,87%). Fig. 1-synthesis route of benzyl -4-piperidinic acid ethyl ester |
Last Update：2024-04-09 02:00:07
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