化学研究与应用
化學研究與應用
화학연구여응용
CHEMICAL RESEARCH AND APPLICATION
2014年
5期
728-732
,共5页
郑珊珊%黄家声%高亮%杨劲松
鄭珊珊%黃傢聲%高亮%楊勁鬆
정산산%황가성%고량%양경송
2-酮基-3-脱氧辛酸%脂多糖%合成
2-酮基-3-脫氧辛痠%脂多糖%閤成
2-동기-3-탈양신산%지다당%합성
3-deoxy-oct-2-ulosonic acid%lipopolysacharide%synthesis
以D-甘露糖为原料,通过Wittig反应延长碳链,生成α,β-辛烯酸酯,然后通过构建环状亚硫酸酯,β-消除反应等将其转化为α-羰基糖酸酯,以八步36．3%的总产率完成了4,5；7,8-二异亚丙基-3-去氧-β-D-甘露-2-辛酮糖乙酸酯的合成。
以D-甘露糖為原料,通過Wittig反應延長碳鏈,生成α,β-辛烯痠酯,然後通過構建環狀亞硫痠酯,β-消除反應等將其轉化為α-羰基糖痠酯,以八步36．3%的總產率完成瞭4,5；7,8-二異亞丙基-3-去氧-β-D-甘露-2-辛酮糖乙痠酯的閤成。
이D-감로당위원료,통과Wittig반응연장탄련,생성α,β-신희산지,연후통과구건배상아류산지,β-소제반응등장기전화위α-탄기당산지,이팔보36．3%적총산솔완성료4,5；7,8-이이아병기-3-거양-β-D-감로-2-신동당을산지적합성。
The α,β-octenoate was prepared by Wittig reaction of D-mannose,then was turned to the corresponding diol cyclic sul-fite. By β-elimination and in situ trapping( DBU/TMSCl) into enol silyl ether,α-oxocarboxylic acid ester was obtained. With total eight steps yielding 36. 3%,the synthesis of ethyl 4,5:7,8-di-O-isopropylidene-3-deoxy-β-D-manno-2-octulopyranosonate was com-pleted.
