化工社化工社 化学情報印刷レポート · 研究参考用
Diazald → 2-benzyl 3-methyl (2S,3S,5S)-1-benzyl-5-methoxypiperidine-2,3-dicarboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diazald | HCID 6628 | — |
| 反応物 | Diazomethane | HCID 9550 | — |
| 反応物 | 2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate | HCID 86621490 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 2-benzyl 3-methyl (2S,3S,5S)-1-benzyl-5-methoxypiperidine-2,3-dicarboxylate | HCID 131731930 | 3.2% |
反応手順
Diazomethane was generated (from 5 g of Diazald) and distilled together with ether into a mixture of 2-benzyl 3-methyl(2S,3S,5S)-1-benzyl-5-hydroxypiperidine-2,3-dicarboxylate (0.60 g, 0.0016 mol) and around 1 g of silica gel in 10 mL of ether. After distillation, the mixture was stirred at rt overnight. The mixture was diluted with methylene chloride, filtered to remove silica gel. The filtration was concentrated to dry and the resulting residue was applied on column, eluting with 0 to 40% EtOAc in Hexane, to yield the methyl ether compound (20 mg, 3.2%). MS (ESI): (M+H)+=398.1.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09440958B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-d6b50734fdab42abaef84eeb7dbd4c9d |
| 出典メモ | uspto-grants-2016_09 |