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(4aS-cis-)-6-benzyl-octahydropyrrolo(3.4-b)pyridine → (4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | (4aS-cis-)-6-benzyl-octahydropyrrolo(3.4-b)pyridine | HCID 10198297 | — |
| 反応物 | tert-Butoxycarbonyl dicarbonate | HCID 86600350 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (4aS,7aS)-tert-butyl 6-benzyloctahydro-1H-pyrrolo[3,4-b]pyridine-1-carboxylate | HCID 29973012 | 97.2% |
反応手順
The preparation comprises stirring [1S,6S]-8-benzyl-2,8-diazabicyclo[4,3,0]nonane (5.0 g, 23.1 mmol) in methanol (50 mL) at room temperature, adding batchwise tertbutyloxycarbonyl dicarbonate (5.1 g, 23.4 mmol), stirring for 0.5 h, vacuum distilling to remove solvent, and column chromatographing with petroleum ether and ethyl, acetate at the ratio of 10:1 to give [1S,6S]-8-benzyl-2-tertbutyloxycarbonyl-2,8-diazabicyclo[4,3,0]nonane (7.1 g, 97.2%), [α]20D=−72.4° (CHCl3, C=5).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07759362B2 |
| 出典データセット | uspto-grants-2010_07 |
| ORD ID | ord-c5f83b656f624b4bb5c4bcbce28be9d5 |
| 出典メモ | uspto-grants-2010_07 |