MANUFACTURING METHOD OF OPTICALLY ACTIVE 5-HYDROXY-3-KETOESTERS

To provide a method for manufacturing an optically active 5-hydroxy-3-ketoester compound having high yield and high stereoselectivity and useful as a pharmaceutical intermediate.SOLUTION: By conducting an asymmetric aldol reaction a 1,3-diene compound substituted by a trimethylsiloxy group and a com...

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Main Authors NAITO SHINYA, TAKADA YASUTAKA, KITSUYAMA HIROHIDE, ISHIDA MARIKO, TATEYAMA SHOICHI
Format Patent
LanguageEnglish
Japanese
Published 15.08.2019
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Summary:To provide a method for manufacturing an optically active 5-hydroxy-3-ketoester compound having high yield and high stereoselectivity and useful as a pharmaceutical intermediate.SOLUTION: By conducting an asymmetric aldol reaction a 1,3-diene compound substituted by a trimethylsiloxy group and a compound (3), wherein Rrepresents an aryl group which may be substituted or a substituted nitrogen-containing 5- to 6-membered aromatic heterocyclic compound, in the presence of an optically active binaphthol-titanium composite, and crystallizing them, an optically active 5-hydroxy-3-ketoester compound (4) can be obtained at high yield and high selectivity.SELECTED DRAWING: Figure 1 【課題】高い収率と高い立体選択性で、医薬品中間体として有用な光学活性5−ヒドロキシ−3−ケトエステル化合物を製造する方法の提供。【解決手段】トリメチルシロキシ基で置換された1,3−ジエン化合物と化合物(3)[R9は置換されてもよいアリール基、又は置換された含窒素5−6員芳香族複素環化合物を示す]を光学活性ビナフトール−チタニウム錯体の存在下、不斉アルドール反応させ、結晶化させることにより、高収率かつ高選択的に光学活性5−ヒドロキシ−3−ケトエステル化合物(4)を得ることができる。【選択図】図1
Bibliography:Application Number: JP20190074335