化工社化工社 化学情報印刷レポート · 研究参考用
Potassium Hydroxide → (3S,4R)-1-(allyloxycarbonyl)methyl-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-triphenylmethylthio-2-azetidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | Dicyclohexano-18-crown-6 | HCID 85955 | — |
| 反応物 | Prop-2-enyl 2-bromoacetate | HCID 527610 | — |
| 反応物 | (3S,4R)-4-triphenylmethylthio-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone | HCID 13821375 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | (3S,4R)-1-(allyloxycarbonyl)methyl-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-triphenylmethylthio-2-azetidinone | HCID 11114682 | — |
反応手順
The tritylthioazetidinone 2 is treated with 1.5 equivalents of allyl bromoacetate and powdered potassium hydroxide in benzene solvent at ambient temperature in the presence of dicyclohexyl-18-crown-6 for 4 hours. The resulting (3S,4R)-1-(allyloxycarbonyl)methyl-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-4-triphenylmethylthio-2-azetidinone (3) is isolated by conventional means. Alternatively p-nitro-benzylbromoacetate may be substituted for allylbromoacetate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04675317 |
| 出典データセット | uspto-grants-1987_06 |
| ORD ID | ord-6912df3c3d144ff483c04ed34633bf5d |
| 出典メモ | uspto-grants-1987_06 |