関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | tert-Butyl hydroperoxide | HCID 6410 | — |
| 反応物 | Triphenylarsine | HCID 11773 | — |
| 反応物 | Triphenylarsine oxide | HCID 14382 | — |
| 反応物 | Samarium(III) isopropoxide | HCID 2734138 | — |
| 反応物 | (E)-N-cyclopropylhex-2-enamide | HCID 25121219 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | N-Cyclopropyl-3-propyloxirane-2-carboxamide | HCID 24748482 | — |
反応手順
A flask equipped with a stir bar, thermometer and addition funnel was placed under a nitrogen atmosphere then charged with samarium (III) isopropoxide (Sm(O-i-Pr)3, 430 mg, 1.3 mmol), triphenyl arsine oxide (Ph3As═O; 420 mg, 1.3 mmol), S-(−)1,1′-bi-2-naphthol ((S)-BINOL), 370 mg, 1.3 mmol), 4 Å molecular sieves (13 g) and THF (20 mL) then stirred for 30 min at 25±5° C. Tert-butyl hydroperoxide (2.8 mL, 5.5 M, 16 mmol) was then added. The mixture stirred for 30 minutes at 25±5° C., the amide of Example 4 (2.0 g, 13 mmol) in THF (2.0 mL) was then added. The reaction was stirred for 14 hours after which time the reaction had reached 95% completion as determined by HPLC.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US08383858B2 |
|---|
| 出典データセット | uspto-grants-2013_02 |
|---|
| ORD ID | ord-8c07c7cf8b4247c98425dc1581934b62 |
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| 出典メモ | uspto-grants-2013_02 |
|---|
