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Methanol → (2s)-(-)-1-(4-Indolyloxy)-3-(4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidin-1-yl)-2-propanol ethanedioate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Oxalic Acid | HCID 971 | — |
| 反応物 | 4-(4-Chloro-3-(trifluoromethyl)phenyl)piperidin-4-ol | HCID 89107 | — |
| 反応物 | (2s)-Glycidyl indol-4-yl ether | HCID 10943254 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | (2s)-(-)-1-(4-Indolyloxy)-3-(4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidin-1-yl)-2-propanol ethanedioate | HCID 131719693 | — |
反応手順
The title compound was prepared in similar fashion from (S)-(+)-4-(oxiranylmethoxy)-1H-indole and 4-hydroxy-4-(3-trifluoromethyl-4-chlorophenyl)piperidine. The resulting free base was dissolved in ethyl acetate, and precipitated with one equivalent of oxalic acid in ethyl acetate in 85% overall yield. FDMS m/e=469 (M+ of free base). α[D]589 =-11.53 (c=0.54, methanol).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05789402 |
| 出典データセット | uspto-grants-1998_08 |
| ORD ID | ord-2fada90b79954aea9cc2b07d72d85ec4 |
| 出典メモ | uspto-grants-1998_08 |