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    • 8. 发明申请
    • PROCESS FOR PRODUCTION OF OPTICALLY ACTIVE AMINOPHOSPHINYLBUTANOIC ACIDS
    • 生产光学活性氨基磷酰胆碱的方法
    • US20090221851A1
    • 2009-09-03
    • US12298067
    • 2007-09-03
    • Nobuto MinowaNozomu NakanishiMasaaki MitomiHideki NaraTohru Yokozawa
    • Nobuto MinowaNozomu NakanishiMasaaki MitomiHideki NaraTohru Yokozawa
    • C07F9/28
    • C07B53/00C07F9/301C07F9/3211
    • The present invention is a process for producing optically active aminophosphinylbutanoic acids represented by the formula (2) (in the formula (2), R1 represents an alkyl group having 1 to 4 carbon atom(s), R2 represents hydrogen atom or an alkyl group having 1 to 4 carbon atom(s), R3 represents an alkyl group having 1 to 4 carbon atom(s), an alkoxy group having 1 to 4 carbon atom(s), an aryl group, an aryloxy group, or a benzyloxy group, and R4 represents hydrogen atom or an alkyl group having 1 to 4 carbon atom(s); and * represents an asymmetric carbon atom), wherein a compound represented by the formula (1) (in the formula (1), R1 represents an alkyl group having 1 to 4 carbon atom(s), R2 represents hydrogen atom or an alkyl group having 1 to 4 carbon atom(s), R3 represents an alkyl group having 1 to 4 carbon atom(s), an alkoxy group having 1 to 4 carbon atom(s), an aryl group, an aryloxy group, or a benzyloxy group, and R4 represents hydrogen atom or an alkyl group having 1 to 4 carbon atom(s)) is asymmetrically hydrogenated in the presence of a ruthenium-optically active phosphine complex. With the process for the production, a compound useful in a herbicide such as L-AHPB can be produced with good efficiency and high asymmetric yield.
    • 本发明是一种由式(2)表示的光学活性氨基氧膦基丁酸的制备方法(式(2)中,R 1表示碳原子数1〜4的烷基,R 2表示氢原子或烷基 具有1至4个碳原子,R 3表示具有1至4个碳原子的烷基,具有1至4个碳原子的烷氧基,芳基,芳氧基或苄氧基 R4表示氢原子或碳原子数1〜4的烷基,*表示不对称碳原子),式(1)表示的化合物(式(1)中,R 1表示 具有1至4个碳原子的烷基,R 2表示氢原子或具有1至4个碳原子的烷基,R 3表示具有1至4个碳原子的烷基,具有1个 至4个碳原子,芳基,芳氧基或苄氧基,R 4表示氢原子或1-4个碳原子的烷基 在一种钌光学活性膦配合物的存在下,不对称氢化。 通过制备方法,可以以高效率和高不对称产率制备可用于除草剂如L-AHPB的化合物。
    • 10. 发明授权
    • Method for producing L-2-amino-4-(hydroxymethylphosphinyl)-butanoic acid
    • 制备L-2-氨基-4-(羟甲基氧膦基) - 丁酸的方法
    • US07772426B2
    • 2010-08-10
    • US11909839
    • 2006-03-28
    • Nobuto MinowaNozomu NakanishiMasaaki Mitomi
    • Nobuto MinowaNozomu NakanishiMasaaki Mitomi
    • C07C227/32
    • C07B53/00C07F9/301C07F9/65683
    • Disclosed is a method for efficiently and highly selectively producing L-2-amino-4-(hydroxymethylphosphinyl)-butanoic acid, which is useful as a herbicide, through a catalytic asymmetric synthesis reaction. Specifically disclosed is a method for producing L-2-amino-4-(hydroxymethylphosphinyl)-butanoic acid which is characterized in that a dehydroamino acid is subjected to an asymmetric hydrogenation by using a rhodium catalyst represented by the formula (2) below and having an optically active cyclic phosphine ligand, and then the resulting product is subjected to hydrolysis: [Rh(R4)(L)]X  (2) [where R4 represents 1,5-cyclooctadien or norbornadien; L represents a substance represented by the following formula (6): (wherein R5 and R8 respectively represent a C1-4 alkyl group; R6 and R7 respectively represent hydrogen atom or hydroxyl group; and Y represents a group selected from groups represented by the following formula (7): (where Me represents methyl group)).].
    • 公开了通过催化不对称合成反应有效和高选择性地生产可用作除草剂的L-2-氨基-4-(羟甲基氧膦基) - 丁酸的方法。 具体公开了一种生产L-2-氨基-4-(羟甲基氧膦基) - 丁酸的方法,其特征在于,使用下式(2)表示的铑催化剂对脱氢氨基酸进行不对称氢化, 光学活性环膦配体,然后使所得产物水解:[Rh(R 4)(L)] X(2)[其中R 4表示1,5-环辛二烯或降冰片素; L表示由下式(6)表示的物质:(其中,R 5和R 8分别表示C 1-4烷基; R 6和R 7分别表示氢原子或羟基,Y表示选自下述 式(7):(Me表示甲基))。