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    • 3. 发明申请
    • SYNTHESIS OF OPTICALLY ACTIVE AMINOINDANOL
    • 合成光学活性氨基茚满醇的
    • WO1996035660A1
    • 1996-11-14
    • PCT/EP1996001884
    • 1996-05-07
    • BASF AKTIENGESELLSCHAFTNÜBLING, ChristophLADNER, Wolfgang
    • BASF AKTIENGESELLSCHAFT
    • C07C213/08
    • C07C213/10C07C2602/08
    • A process for preparing enantiomer-pure cis1-amino-2-hydroxyindane is characterised in that: (a) racemic trans1-aminoindan-2-ol is reacted according to known processes with acids or acid derivatives having the general formula RCOX, yielding type (A) amides, in which the substituents have the following meanings: R stands for hydrogen, C1-C6 alkyl, C3-C6 cycloalkyl and phenyl, groups that may carry one to three halogen atoms and/or one to three among the following residues: cyano, C1-C6 alkoxy, C1-C6 alkylthio phenyl, phenylthio and phenoxy, the phenyl residues in turn carrying one to three among the following groups: C1-C4 alkyl, C1-C4 alkoxy, halogen, cyano and nitro; X stands for OH, halogen, OR and SR , in which R stands for alkyl C1-C6, phenyl and COR. In a second step (b), a supersaturated solution or melt of racemic amide (A) is blended with seed crystals of an enantiomer, then (c) the precipitated crystals are isolated and the remaining mother liquor or melt is again supersaturated, after separation of racemic amide (A), and blended with seed crystals of the other enantiomer in order to selectively crystallise said enantiomer. Finally (d), the thus obtained enantiomer-pure transamide is reacted according to known methods to yield enantiomer-pure cis1-amino-2-hydroxyindane.
    • 一种用于对映体纯CK1氨基-2-羟基茚的制备方法,通过通常已知的方法来类型的酰胺(A),其特征在于:a)外消旋反-1氨基茚满-2-醇与酸或通式RCOX的酸衍生物进行反应, 其中的取代基具有下列含义:R是氢,C1-C6烷基,C3-C6环烷基和苯基,其中这些基团一至三个卤原子和/或可以带有1-3个下列基团:氰基,C1-C6烷氧基 ,C1-C6-烷硫基,苯基,苯硫基和苯氧基,其中在依次苯基基团可以带有1-3个下列基团:C1-C4烷基,C1-C4烷氧基,卤素,氰基和硝基。 X是OH,卤素,OR <1>和SR <1>,其中R <1> C1-C6烷基,苯基和COR,B)加入到过饱和溶液或外消旋酰胺(A)与一种对映体的晶种的熔融 c)中沉淀出的结晶分离并在剩余的母液或溶解外消旋酰胺(A熔化后)再次过饱和并与其它对映体,其中,该被选择性地结晶出的晶种混合,D)通过已知的方法获得的对映体纯transAmid到对映体纯 进行反应CK1氨基-2-羟基茚。