関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| 反応物 | Sodium Azide | HCID 33557 | — |
| 反応物 | N-Cyclopropyl-3-propyloxirane-2-carboxamide | HCID 24748482 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | 3-Azido-N-cyclopropyl-2-hydroxyhexanamide | HCID 24748483 | 60.3% |
反応手順
A flask equipped with an overhead stirrer, thermometer and reflux condenser was placed under a nitrogen atmosphere then charged with the epoxide of Example 5 (20.0 g, 118 mmol), sodium azide (NaN3; 31.0 g, 473 mmol), magnesium sulfate (MgSO4; 14.0 g, 118 mmol) and methanol (MeOH; 200 mL). The mixture was heated to 65±5° C. for 2 hours then cooled to 25±5° C. and filtered through a pad of Celite 545. The solvent was removed under reduced pressure resulting in a thick oil which was taken up in IPAc (250 mL) then washed with water (3×250 mL). The organic phase was dried over sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to provide the title compound (15.1 g, 60%) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08383858B2 |
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| 出典データセット | uspto-grants-2013_02 |
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| ORD ID | ord-25a5dc2e49b3415da27073e18cb56a84 |
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| 出典メモ | uspto-grants-2013_02 |
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