Method of purifying organic compounds using an enantioselective receptor
    54.
    发明授权
    Method of purifying organic compounds using an enantioselective receptor 失效
    使用对映选择性受体纯化有机化合物的方法

    公开(公告)号:US5571911A

    公开(公告)日:1996-11-05

    申请号:US296814

    申请日:1994-08-26

    摘要: The present invention relates to a composition having the general formula: ##STR1## wherein each of A, B, C, X, Y, and Z is independently O, NH, N(CH.sub.2).sub.m CH.sub.3, N(C.dbd.O) (CH.sub.2).sub.m CH.sub.3, CH.sub.2, S, or Se; each of R.sub.1, R.sub.2, and R.sub.3 is independently phenyl, 4-hydroxyphenyl, pyridyl, pyrrolyl, indolyl, naphthyl, thiophenyl, (C.dbd.O) (CH.sub.2).sub.p CH.sub.3, NH(C.dbd.O) (CH.sub.2).sub.p CH.sub.3, OH, COOH, NH.sub.2, or SH; and m, n, and p are integers between 0 and 5. The composition is a chiral receptor molecule useful for the purification of enantiomers of derivatives of amino acids and of compounds able to form hydrogen bonds. The preparation of the composition involves coupling a trifunctional aromatic molecule with three protected chiral molecules at the three aromatic groups, cleaving protecting groups, and joining adjacent chiral groups by multiple lactamizations. The receptor may be used in a form either bound to a solid support or dissolved in an immiscible phase to effect convenient purification of enantiomers or other compounds of interest.

    摘要翻译: 本发明涉及具有以下通式的组合物:其中A,B,C,X,Y和Z各自独立地为O,NH,N(CH 2)m CH 3,N(C = O) )mCH 3,CH 2,S或Se; R 1,R 2和R 3各自独立地为苯基,4-羟基苯基,吡啶基,吡咯基,吲哚基,萘基,噻吩基,(C = O)(CH 2)pCH 3,NH(C = O)(CH 2)p CH 3,OH,COOH ,NH2或SH; 并且m,n和p是0和5之间的整数。该组合物是可用于纯化氨基酸衍生物和能够形成氢键的化合物的对映异构体的手性受体分子。 组合物的制备包括将三官能芳族分子与三个芳族基团上的三个受保护的手性分子偶联,切割保护基团,并通过多次内酰胺化连接相邻的手性基团。 受体可以以与固体支持物结合或溶解在不混溶相中的形式使用,以实现对映异构体或其它目的化合物的方便的纯化。