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Sodium Hydroxide → [(1S,4R)-4-(2-amino-6-butoxy-purin-9-yl)cyclopent-2-en-1-yl]methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-(2-Amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol, (1S,4R)- | HCID 451474 | — |
| 生成物 | [(1S,4R)-4-(2-amino-6-butoxy-purin-9-yl)cyclopent-2-en-1-yl]methanol | HCID 468291 | — |
反応手順
A flask was charged with sodium hydride (60% oil dispersion 300 mg, 7.5 mmol) which was then washed with hexanes before the addition of butanol (10 mL) containing (±)-cis-4-(2-amino-6-chloro-9H-purin-9-yl)-2-cyclopentene-1-methanol (800 mg, 3 mmol) from Example 4. The solution was stirred at reflux for 2 hours and then neutralized by the addition of 1.0 N NaOH. Concentration of the solution afforded the crude product which was purified by elution from a silica gel column with 5% methanol-chloroform; (810 mg, 94%). Crystallization of such a sample from ethanol/acetonitrile gave an off-white powder, m.p. 122-123° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05049671 |
| 出典データセット | uspto-grants-1991_09 |
| ORD ID | ord-b093364cb8e4422293f8a37da85ec685 |
| 出典メモ | uspto-grants-1991_09 |