関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Toluene-p-sulphonic anhydride | HCID 77773 | — |
| 反応物 | Phenylmethyl (3S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxybutanoate | HCID 10040985 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | 1,1-Dichloroethane | HCID 6365 | — |
| 生成物 | (S)-Benzyl 2-(2-oxooxazolidin-4-YL)acetate | HCID 11241814 | — |
反応手順
To a solution of the alcohol (95.7 g) from Step 1 in dichloroethane (925 mL) was added pyridine (625 mL) and the mixture was cooled to 0-5° C. Anhydrous p-toluenesulfonic anhydride (105.7 g) was added and the mixture was warmed to room temperature and stirred for 1 hour and then heated to 90° C. for 2 hours. The mixture was cooled, diluted with dichloromethane (1000 mL) and washed with 1N HCl (3×600 mL). The organic layer was washed with brine, dried with sodium sulfate and the solvents were removed in vacuo. The residue was purified by chromatography on SiO2 using ethyl acetate and hexanes in a 1:1 ratio followed by ethyl acetate to yield benzyl [(4S)-2-oxo-1,3-oxazolidin-4-yl]acetate.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US07407959B2 |
|---|
| 出典データセット | uspto-grants-2008_08 |
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| ORD ID | ord-5729e5a9a1a640beba3d676e7d3dd832 |
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| 出典メモ | uspto-grants-2008_08 |
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