関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 4-Methylmorpholine | HCID 7972 | — |
| 反応物 | 2-Ethoxy-1-(ethoxycarbonyl)-1,2-dihydroquinoline | HCID 27833 | — |
| 反応物 | N-[tert-butoxycarbonyl]-L-serine | HCID 98766 | — |
| 反応物 | Dimethyl D-glutamate hydrochloride | HCID 12917567 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | HCID 53769417 | HCID 53769417 | 683% |
反応手順
5.4 g (2.2 mmol) of 2-ethoxy-N-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ) are added to 4.1 g (2 mmol) of tert-butoxycarbonyl-L-serine, 4.23 g (2 mmol) of D-glutamic acid dimethyl ester hydrochloride and 1.01 g (2 mmol) of N-methylmorpholine in 40 ml of dimethylformamide. After stirring for 16 hours at room temperature, the resulting suspension is filtered and the filtrate is evaporated to dryness. The oily residue is taken up in 150 ml of ethyl acetate and, in the cold, is washed 5 times with 50 ml of 2 N citric acid solution each time, then twice with 50 ml of water each time. The organic phase is dried, concentrated to approximately 40 ml and caused to crystallise by adding, in portions, 150 ml of ether/petroleum ether 2:1. 4.95 g (79%) of tert-butoxycarbonyl-L-seryl-D-glutamic acid dimethyl ester are obtained as colourless needles;
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04406889 |
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| 出典データセット | uspto-grants-1983_09 |
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| ORD ID | ord-3e4c4880941e40148822f3450baf3d14 |
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| 出典メモ | uspto-grants-1983_09 |
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