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4-(Aminomethyl)piperidine → (R)-alpha-Amino-N-methyl-N-[(2'-nitro)[1,1'-biphenyl]-4-yl]-benzenebutanamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-(Aminomethyl)piperidine | HCID 23527 | — |
| 反応物 | (R)-alpha-[N-(9-Fluorenylmethoxycarbonyl)amino]-N-methyl-N-[(2'-nitro)[1,1'-biphenyl]-4-yl]-benzenebutanamide | HCID 22883387 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-alpha-Amino-N-methyl-N-[(2'-nitro)[1,1'-biphenyl]-4-yl]-benzenebutanamide | HCID 22883384 | — |
反応手順
The FMOC amide from Step F (1.15 g; 1.88 mmol) was dissolved in methylene chloride (10 ml) and 4-(aminomethyl)piperidine (1 ml) added. The reaction mixture was stirred at room temperature. The reaction mixture was stirred for 15 minutes and then quenched by adding water. The methylene chloride phase was separated, dried over ahnydrous potassium carbonate powder, filtered and evaprated under reduced pressure to afford an orange-yellow oil. The oil was chromatographed on silica gel using an eluant of ethyl acetate and methanol (9:1 v/v). A pale yellow oil (517 mg; 70.6%) was isolated of the amine. FAB-MS:- calculated for C23H23N3 O3 389.2 found 389.9 (M).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05726319 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-4973b5510ea745408780d7b531a293b6 |
| 出典メモ | uspto-grants-1998_03 |