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    • 1. 发明申请
    • Production methods of optically active hydrazine compound and optically active amine compound
    • 光学活性肼化合物和光学活性胺化合物的制备方法
    • US20060194986A1
    • 2006-08-31
    • US11341852
    • 2006-01-30
    • Yoshiji TakemotoKazuo Murakami
    • Yoshiji TakemotoKazuo Murakami
    • C07C241/02
    • C07C281/02Y02P20/55
    • The present invention relates to a production method of optically active hydrazine compound (IV), which includes reacting azo compound (II) with compound (III) in the presence of optically active compound (I). The present invention also relates to a production method of optically active amine compound (V), which includes producing optically active hydrazine compound (IV) by the above-mentioned method, reacting the optically active hydrazine compound (IV) with a base or an acid to eliminate a protecting group represented by PG, and then subjecting the resulting compound to catalytic reduction or reacting the resulting compound with a zinc powder to reduce a nitrogen-nitrogen bond. wherein X is S or O; C*, C** and C*** are asymmetric carbons, R1 and R2 are lower alkyl groups etc., R4 and R5 may in combination form cyclohexane etc., R3 is aryl group optionally having substituent(s) etc., R6 and R7 are hydrogen atoms etc., R8 is aryl group optionally having substituent(s) etc., R9 and R10 are electron withdrawing groups, and PG is a protecting group.
    • 本发明涉及光学活性肼化合物(Ⅳ)的制备方法,其包括在光学活性化合物(I)的存在下使偶氮化合物(Ⅱ)与化合物(Ⅲ)反应。 本发明还涉及光学活性胺化合物(V)的制造方法,其包括通过上述方法制备旋光性肼化合物(Ⅳ),使光学活性肼化合物(Ⅳ)与碱或酸 除去由PG表示的保护基,然后将所得化合物进行催化还原或使所得化合物与锌粉反应以降低氮 - 氮键。 其中X是S或O; C *,C **和C ***是不对称碳,R 1和R 2都是低级烷基等,R 4, R 5和R 5可以组合形成环己烷等,R 3是任选具有取代基等的芳基,R 6和R R 9是氢原子等,R 8是任选具有取代基等的芳基,R 9和R 10 吸电子基团,PG是保护基。