関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methyl 2-((benzoylamino)methyl)-3-oxobutanoate | HCID 11831808 | — |
| 触媒 | Ruthenium | HCID 23950 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (2S,3R)-methyl-2-benzamidomethyl-3-hydroxybutyrate | HCID 10060699 | 90% |
反応手順
In a 100 ml-volume stainless steel-made autoclave whose atmosphere had been displaced with nitrogen was charged a solution of 2.5 g (10 mmole) of methyl 2-(N-benzoylamino)methyl-3-oxobutanoate and 84.5 mg (0.05 mmole) of the ruthenium-optically active phosphine complex as synthesized in Reference Example 1 [Ru2Cl4 ((+)-BINAP)2 (NEt3)] in 17.5 ml of methylene chloride, and the mixture was stirred at 50° C. under a hydrogen pressure of 100 kg/cm2 for 20 hours to conduct a hydrogenation reaction. The solvent was removed from the reaction mixture by distillation, and the residue was purified by silica gel column chromatography using a mixed solvent of n-hexane and ethyl acetate as an eluent to obtain 2.25 g (yield: 90%) of methyl (2S, 3R)-2-(N-benzoylamino)methyl-3-hydroxybutanoate having an optical purity of 98 %ee.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04981992 |
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| 出典データセット | uspto-grants-1991_01 |
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| ORD ID | ord-4b5c6a4e5cd14134b423e998d4fef81d |
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| 出典メモ | uspto-grants-1991_01 |
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