戻る
化工社化工社 化学情報印刷レポート · 研究参考用
HRID 1165372作成日:2026年10月27日

Acetate → Uniconazole

https://huagongshe.com/reaction/1165372

反応式

関与物質

役割名称HCID仕込み量
反応物AcetateHCID 175—
反応物Acetic AcidHCID 176—
反応物Hydrochloric AcidHCID 313—
反応物Sodium borohydrideHCID 4311764—
反応物(E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-oneHCID 10913254—
反応物(S)-(-)-2-Amino-4-methyl-1,1-diphenyl-1-pentanolHCID 10945486—
生成物UniconazoleHCID 643660473%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US04908455
出典データセットuspto-grants-1990_03
ORD IDord-f1088bbc03774d578527c4a5e7e3516a
出典メモuspto-grants-1990_03