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tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate → BOC-2(S)-(cyclopentanecarbonyl)pyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | tert-butyl (2S)-2-formylpyrrolidine-1-carboxylate | HCID 2734674 | — |
| 反応物 | HCID 178478989 | HCID 178478989 | — |
| 生成物 | BOC-2(S)-(cyclopentanecarbonyl)pyrrolidine | HCID 69435762 | — |
反応手順
22.5 ml (45 mmol) 2 M cyclopentylmagnesium chloride (diethyl ether) and 3.0 g (15 mmol) BOC-L-prolinal were allowed to react at −80° C. for 30 min according to procedure F. Yield of crude product 3.37 g. The product was purified with a silica column using 0–4% methanol in dichloromethane as eluent. Yield 3.10 g (11.5 mmol, 77%). The product was oxidized to the corresponding ketone according to procedure G. Yield of crude product 3.12 g. The product was purified with a silica column using 16% ethyl acetate in petroleum ether as eluent. Yield 1.3 g (4.9 mmol, 42%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07173024B2 |
| 出典データセット | uspto-grants-2007_02 |
| ORD ID | ord-9d5d11debd744e90a6a28e1a96abcfaa |
| 出典メモ | uspto-grants-2007_02 |