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Carbamic acid, ethyl ester → (S)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Carbamic acid, ethyl ester | HCID 5641 | — |
| 反応物 | 4-Nitrobenzoic Acid | HCID 6108 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | (R)-tert-butyldimethyl(2-(oxiran-2-yl)ethoxy)silane | HCID 11030897 | — |
| 生成物 | (S)-5-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-oxazolidin-2-one | HCID 67349769 | 11% |
反応手順
Starting from 2-[2-[[(tert-butyl)dimethylsilyl]oxy]ethyl]-oxirane, (7.00 g; prepared according to WO 2007/144423), carbamic acid ethyl ester (1.46 g), 4-nitrobenzoic acid (347 mg), (R,R)-(salen)CoII complex (626 mg) and NaH (1.676 g) and proceeding in analogy to Org. Letters (2005), 7, 1983-1985, the title compound was obtained as a dark orange solid (880 mg; 11% yield).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09346804B2 |
| 出典データセット | uspto-grants-2016_05 |
| ORD ID | ord-bdd3a8fb9d6d4db9aa1e43d36e268d5c |
| 出典メモ | uspto-grants-2016_05 |