148404-28-8
N-Boc-Hexahydro-5-Oxocyclopenta[C]Pyrrole
CAS: 148404-28-8
Molecular Formula: C12H19NO3
148404-28-8 - Names and Identifiers
148404-28-8 - Physico-chemical Properties
| Molecular Formula | C12H19NO3 |
| Molar Mass | 225.28 |
| Density | 1.139 |
| Boling Point | 325.8±35.0 °C(Predicted) |
| Flash Point | 150.814°C |
| Vapor Presure | 0mmHg at 25°C |
| pKa | -0.82±0.20(Predicted) |
| Storage Condition | 2-8°C |
| Refractive Index | 1.507 |
148404-28-8 - Reference Information
| application | N-BOC-hexahydro-5-oxocycloprene [C] and pyrrole can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes. |
| Preparation | (1)2,2 '-[1-(tert-butoxy) pyrrolidine -3, 4-diyl] diacetic acid preparation. Dissolve potassium permanganate (1.49g,9.39mmol) in water (15mL), cool to 5 ℃, slowly add 3a,4,7,7a-tetrahydro-1 H-isoindole -2(3H)-tert-butyl formate (700mg,3.13mmol) in acetone (5mL) for 3 hours after adding. Add sodium bisulfite saturated solution to destroy excessive potassium permanganate, adjust the pH to 2 with 1N HCl, extract with dichloromethane (30mL × 3), wash with saturated salt water (30mL × 3), spin dry to obtain white foam solid 900mg, which is 2,2 '-[1-(tert-butoxy) pyrrolidine -3, 4-diyl] diacetic acid, without purification, proceed directly to the next reaction. (2) Preparation of 5-oxohexahydrocyclopentane [c] pyrrole-2 (1H)-tert-butyl formate. Dissolve 2,2 '-[1-(tert-butoxy) pyrrolidine -3, 4-diyl] diacetic acid (900mg,3.13mmol) in acetic anhydride (15mL), add sodium acetate (231mg,2.82mmol), and react at 120 ℃ for 2 hours. When the reaction liquid is cooled to room temperature, filtered, spin-dried, column chromatography purification (petroleum ether: ethyl acetate = 5:1) to obtain 390mg light yellow oil, which is 5-oxohexahydrocyclopentane [c] pyrrole -2(1H)-tert-butyl formate, two-step yield: 55%. |
Last Update：2024-04-10 22:29:15
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