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    • 1. 发明申请
    • Preparation of Anilineboronic acids and derivatives thereof
    • 苯胺硼酸及其衍生物的制备
    • US20050038287A1
    • 2005-02-17
    • US10846463
    • 2004-05-14
    • Stefan SchererAndreas MeudtBernd LehnemannAlexei KalininVictor Snieckus
    • Stefan SchererAndreas MeudtBernd LehnemannAlexei KalininVictor Snieckus
    • C07B61/00C07F5/02C07F5/04
    • C07F5/025Y02P20/55
    • A process for preparing anilineboronic acid derivatives of the formula I, by converting an aniline (II) to a diprotected aniline (III) by introducing two protecting groups PG, metalating (III) and simultaneously or subsequently reacting with a boronic ester B(OR1,2,3)3 (IV) to a protected anilineboronic ester of the formula (V), which is converted, by detaching the protecting groups PG, to the anilineboronic esters of the formula (I) Step 1: Protection of the Aniline by Dibenzylation Step 2: Metalation of the Protected Aniline, Conversion to Boronic Acid Derivative Step 3: Detachment of the Protecting Group where R is for example, H, F, Cl, Br, I, a, C1-C20—,alkyl or -alkoxy radical, a C6-C12-aryl or -aryloxy radical, a heteroaryl or heteroaryloxy radical, a C3-C8-cycloalkyl radical; X is H, Cl, Br, I or F; R1, R2, R3 are each independently H, a C1-C20-alkyl group, and two R1-3 radicals together may optionally form a ring, or are each further B(OR)3 radicals.
    • 通过引入两个保护基PG,金属化(III)并同时或随后与硼酸酯B(OR 2)反应,将苯胺(II)转化为二保护苯胺(III),制备式I的苯胺硼酸衍生物的方法 (Ⅳ)化合物与式(Ⅴ)的保护的苯胺硼酸酯反应,通过将保护基PG分离成式(I)的苯胺硼酸酯来转化步骤1:保护 苯胺通过二苄基化步骤2:保护的苯胺的金属化,转化为硼酸衍生物步骤3:保护基团的脱离,其中R为例如H,F,Cl,Br,I,a,C 1 -C 20 - ,烷基或 - 烷氧基,C 6 -C 12 - 芳基或 - 芳氧基,杂芳基或杂芳氧基,C 3 -C 8 - 环烷基; X为H,Cl,Br,I或F; R 1,R 2,R 3各自独立地为H,C 1 -C 20 - 烷基和两个R 1-3基团可以任选地形成环,或者各自为B(OR )3个自由基。