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    Process for preparing kifunensine intermediate and kifunensine therefrom
    1.
    发明授权
    Process for preparing kifunensine intermediate and kifunensine therefrom 有权
    制备奎宁宁中间体和奎司宁的方法

    公开(公告)号：US07129355B2

    公开(公告)日：2006-10-31

    申请号：US10615044

    申请日：2003-07-08

    申请人： Paul Andrew Benjes ,  Ashley Nicholas Jarvis ,  Gary Brian Evans ,  Gavin Frank Painter ,  John Adrian Dickison ,  Anthony Mitchell ,  Keith Clinch

    发明人： Paul Andrew Benjes ,  Ashley Nicholas Jarvis ,  Gary Brian Evans ,  Gavin Frank Painter ,  John Adrian Dickison ,  Anthony Mitchell ,  Keith Clinch

    IPC分类号： C07D471/02 ,  C07D319/12 ,  C07D317/00

    CPC分类号： C07D407/04 ,  Y02P20/55

    摘要： A novel method for the preparation of a compound of formula (I) from an N—protected-D-mannosamine. A compound of formula (I) is a useful intermediate for the preparation of kiftnensine, a potent and selective mannosidase inhibitor. The method includes protecting the hydroxyl group at the C-6 position of an N—protected-D-mannosamine, to give a 6—O—protected—N—protected-D-mannosamine; reducing the C-1 anomeric carbon atom of the 6—O—protected—N—protected-D-mannosamine to give a 6—O—protected—N—protected-D-mannitol; protecting the four hydroxyl groups of the 6—O—protected—N—protected-D-mannitol; and removing the nitrogen atom protecting group and optionally removing the C-6 oxygen atom protecting group to give the compound of formula (I): where R1 and R2 are each independently protecting groups which, together with the oxygen atoms to which they are attached, form a 5-, 6-, 7- or 8-membered ring; and R3 is hydrogen or a protecting group.

    摘要翻译： 一种从N-保护的D-甘露糖胺制备式（I）化合物的新方法。 式（I）化合物是用于制备功能性和选择性甘露糖苷酶抑制剂的kiftnensine的有用中间体。 该方法包括保护N-保护的D-甘露糖胺C-6位的羟基，得到6-O-保护的N-保护的D-甘露糖胺; 还原6-O-保护的N-保护的D-甘露糖胺的C-1端基异构体碳原子，得到6-O-保护的N-保护的D-甘露糖醇; 保护6-O-保护的N-保护的D-甘露糖醇的四个羟基; 除去氮原子保护基，任选地除去C-6氧原子保护基，得到式（I）化合物：其中R 1和R 2各自为 独立地保护与它们所连接的氧原子一起形成5-，6-，7-或8-元环的基团; R 3是氢或保护基。