发明名称 PROCESS FOR THE PREPARATION OF beta-C-ARYLGLUCOSIDES
摘要 The present application discloses a stereoselective process for the preparation of β-C-arylglucosides that does not require the use of conventional carbohydrate protecting groups.
申请公布号 US2015291569(A1) 申请公布日期 2015.10.15
申请号 US201514683883 申请日期 2015.04.10
申请人 ScinoPharm Taiwan, Ltd. 发明人 Henschke Julian Paul;Wu Ping-Yu;Liao Jyh-Hsiung;Lin Chen-Wei
分类号 C07D409/10;C07D309/10 主分类号 C07D409/10
代理机构 代理人
主权项 1. A process for the preparation of the compound of formula I: wherein: Ar is an aromatic group;the process comprising: a) contacting 1,6-anhydro-β-D-glucopyranose with a compound of formula II in a solvent to form a first reaction mixture; R1R2R3Al  II wherein: R1, R2 and R3 are each independently selected from the group consisting of hydrogen and (C1-C10) alkyl; b) contacting the first reaction mixture of step a) with a second reaction mixture to form a third reaction mixture, wherein the second reaction mixture is prepared by contacting an organoaluminum compound of formula III R4aR5bAlXc  IIIwith a compound of formula IV: ArM  IV under conditions sufficient to form the second reaction mixture:wherein: the molar ratio of the compound of formula IV over the compound of formula III is below 1; Ar is an aromatic group; M is a metal or metal salt; R4 and R5 are each independently (C1-C10) alkyl; X is selected from the group consisting of I, Br, Cl and F; a and b are independently numbers ranging from 0-2 where 1≦a+b≦2; c is a number ranging from 1-2; and a+b+c=3; and c) contacting the third reaction mixture with a reagent under condition sufficient to form the compound of the formula I in a forth reaction mixture.
地址 Tainan TW