发明名称 New selenium contg. glycosyl or (poly)saccharide derivs. - used e.g. as stereo-selective glycosylating agents, antiviral agents, enzyme inhibitors and their intermediates
摘要 Diglycosyl diseleaides of formula a(n)-Se-Se-(n)G (I), seleno-glycosia of formula G(1)-Se-R (II), seleno-disaccharides of formula G(1)-Se-(a)G1 (III) and seleno-polysaccharides of formula -(Gi(1)-Se-(n)Gi+1)-p+1 a = glycosyl, opt. with OH gps. protected; n = 1-6 (i.e. the position at which G is bonded; cpds. (I) are symmetrical, i.e. both G and both n are the same; in (II) and (III) the G-Se bond is on the anomeric C in the 1-position; R = alkyl, alkenyl or aryl (opt. substd.); G1 = as G (same or different); G and G1 are in alpha- or beta-anomeric configuration; p = integer; i = 1 to p successively for the p+1 monomer units G1, Gi+1 = as G (same or different). Also clainmed is process for stereospecifica glycoxylation on the 1-position carbon, by reacting (II) (having predetermined alpha- or beta-anomer configuration and pref. with the OH gps. protected) with a glycozyl acceptor R1OH in presence of a "soft" promoter, to give a glycosyl cpd. of formula GOR1 (IV) having the opposite (beta or alpha) C-1 anomeric configuration to (II). The OH gps. of the prod. are opt. subsequently deprotected. R1 = hydrocarbyl, pref. opt. substd. alkyl or alkenyl or glycosyl (sic). USE/ADVANTAGE - (III) and (A) have the same applicatons as their thio analogues, i.e. as enzyme inhibitors, reactants for purifying enzyme, antidiabetic agents and antiviral agents (esp. for treatment of AIDS). They are also useful as non-toxic agents for introducing selenium into the body. (II) are stereospecific glyucosylating agents for prepn. of (IV) as descrbed above, esp. used in the prepn. of polysaccharides. (I) are intermediates for (II), (III) and (A). No uses are given for (IV). (II) provide stereospecificity of more than 95% in glysocylations.
申请公布号 FR2693198(A1) 申请公布日期 1994.01.07
申请号 FR19920008255 申请日期 1992.07.03
申请人 CURIE UNIVERSITE PIERRE MARIE 发明人 CZERNECKI STANISLAS;BENHADDOU RACHIDA;RANDRIAMANDIMBY DOMINIQUE
分类号 C07H5/08;C07H13/04;C07H15/18;(IPC1-7):C07H5/08 主分类号 C07H5/08
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