| Health Benifits | 7,9-Ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione belongs to flavonoid compound. It can be found in morels (Morchella spp.), which are among the most valuable and important mushrooms because of their taste and commercial value.It can be identified as one of bioactive compounds in whole plant extract of Euphorbia pulcherrima, which are used in folk medicine to treat skin diseases, gonorrhea, migraine, intestinal parasites, and warts.In addition, 7,9-ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione can also be found in marine algae, which have been highly acknowledged to possess noticeable pharmacological activities, including antineoplastic, antimicrobial and antiviral activities due to their specific functional compounds (which are not available in other plants). |
| Chemical Properties | 7,9-Ditert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione (C17H24O3, CAS registry No. 82304-66-3) is an oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-diene-2,8-dione carrying two additional tert-butyl substituents at positions 7 and 9. It is an oxaspiro compound with a lactone, an enone and a cyclic ketone. Its melting point is 139-140 °C. |
| Definition | ChEBI: 7,9-di-tert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione is an oxaspiro compound that is 1-oxaspiro[4.5]deca-6,9-diene-2,8-dione carrying two additional tert-butyl substituents at positions 7 and 9. It is an oxaspiro compound, a lactone, an enone and a cyclic ketone. |
| Synthesis | 65849-91-4 82304-66-3 Compound 2b (0.1 g, 0.47 mmol) was dissolved in chloroform (5 ml) and triphenylphosphine (0.13 g, 0.49 mmol) was added. The reaction mixture was stirred and the progress of the reaction was monitored by TLC until complete disappearance of the peroxide (reaction time about 10-20 min). Subsequently, p-toluenesulfonic acid (9 mg, 0.05 mmol) was added and the reaction mixture was heated to 50 °C. After 4 hours of reaction, the mixture was concentrated to dryness under reduced pressure and purified directly by column chromatography to afford the target compound 7,9-di-tert-butyl-1-oxaspiro[4.5]deca-6,9-diene-2,8-dione (0.074 g, 87% yield). The product characterization data were as follows: IR (neat, cm-1): 2957, 1774, 1647; 1H NMR (500 MHz, CDCl3): δ6.51 (s, 2H), 2.77 (t, J=8.3 Hz, 2H), 2.28 (t, J=8.3 Hz, 2H), 1.23 (s, 18H); 13C NMR ( 125 MHz, CDCl3): δ 185.5, 175.8, 147.7, 137.1, 79.9, 34.9, 33.3, 29.3, 28.6; HRMS (ESI) calculated value of C17H24O3Na [M+Na]+: 299.161762, measured value: 299.161663. |
