関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Acetate | HCID 175 | — |
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | (E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one | HCID 10913254 | — |
| 反応物 | (S)-(-)-2-Amino-4-methyl-1,1-diphenyl-1-pentanol | HCID 10945486 | — |
| 生成物 | Uniconazole | HCID 6436604 | 73% |
反応手順
Reaction was carried out in the same manner as in Example 1 except that the hydrochloride of (S)-2-amino-1,1-diphenyl-4-methylpentan-1-ol was replaced by the acetate thereof, the amount of sodium borohydride used was 0.075 g (1.98 mmoles), and that the reaction was carried out for 91 hours with addition of 0.0162 g (0.27 mmole) of acetic acid to (E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one, to obtain (+)-(E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol. The conversion was 100%, and the composition of the product was: E-form alcohol, 90.3%; Z-form alcohol, 6.3%; and saturated alcohol, 3.4%. The enantiomer ratio of the E-form alcohol was: (+)-isomer, 86.5% and (-)-isomer, 13.5%. The optical yield was 73%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US04908455 |
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| 出典データセット | uspto-grants-1990_03 |
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| ORD ID | ord-f1088bbc03774d578527c4a5e7e3516a |
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| 出典メモ | uspto-grants-1990_03 |
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