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Hexane → Methyl 3-(3-oxocyclopentyl)propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1, 1'-binaphthyl | HCID 4189906 | — |
| 反応物 | 3-(3-Oxo-cyclopent-1-enyl)-propionic acid methyl ester | HCID 11182843 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Methyl 3-(3-oxocyclopentyl)propanoate | HCID 301170 | 88.1% |
反応手順
General procedure B using (S)-p-tol-BINAP and 3-(3-oxo-cyclopent-1-enyl)-propionic acid methyl ester (0.084 g, 0.5 mmol) gave, after 24 h at 0° C. and flash chromatography (4:1, then 2:1 hexane:ethyl acetate), the title compound as a clear oil (0.075 g, 88% yield). Spectroscopic data were consistent with previously reported data for this compound.15 [α]D25° C.−112° (c 1.3, CHCl3). Conversion of the title compound to the corresponding benzyl ester followed by chiral HPLC analysis (Chiracel OD column) indicated that the title compound was obtained in 91% ee.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06465664B1 |
| 出典データセット | uspto-grants-2002_10 |
| ORD ID | ord-b508e9f183bd4b45bed41e5665cebdc5 |
| 出典メモ | uspto-grants-2002_10 |