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(5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 → 甲基丁二酸二甲酯
参与物
| 角色 | 名称 | HCID | 投料 |
|---|---|---|---|
| 反应物 | (5BETA,17BETA)-17-羟基-17-(甲基-D3)-2'H-雄甾-2-烯并[3,2-C]吡唑-5'(1'H)-酮 | HCID 887 | — |
| 反应物 | 衣康酸二甲酯 | HCID 69240 | — |
| 反应物 | HCID 178418361 | HCID 178418361 | — |
| 催化剂 | 1,1'-Bis[2,4,8,10-tetrakis(tert-butyl)-dibenzo[d,f][1,3,2]dioxaphosphepin-6-yl]ferrocene | HCID 131720875 | — |
| 溶剂 | MeOH tetrahydrofuran | HCID 21899815 | — |
| 产物 | 甲基丁二酸二甲酯 | HCID 15350 | 99.1% |
反应步骤
A mixture of 33 mg (0.031 mmol) of the ferrocenyl bis(phosphonite) prepared in Example 1 and 12 mg (0.031 mmol) of bis(bicyclo[2.2.1]hepta-2,5-diene)rhodium(I) perchlorate in 2 mL of methanol/tetrahydrofuran (1:1) solution is stirred for two hours. Then, to the resultant solution of rhodium complex is added a solution of 490 mg (3.1 mmol) of dimethyl itaconate and 13 mL of methanol in a pressure reactor. The reactor is then pressurized to 1018 psi with hydrogen and the reaction is stirred at ambient temperature for 88 hours. 1H nmr analysis of the reaction mixtures shows a 100% conversion of dimethyl itaconate starting material to product. Workup of the reaction mixture gives 492 mg (99% yield) of desired dimethyl 2-methylsuccinate.
来源与证据
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 专利号 | US05817850 |
| 来源数据集 | uspto-grants-1998_10 |
| ORD ID | ord-01ee56ea5f4542ab891ac9b67fc5cba5 |
| 来源说明 | uspto-grants-1998_10 |