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    • 62. 发明授权
    • 신규한항균성페넴유도체와그의제조방법
    • 新的生物素原衍生物及其制备
    • KR100128513B1
    • 1998-04-04
    • KR1019940012482
    • 1994-06-03
    • 한국화학연구원
    • 김완주김경수정희정심영기나차수황태섭이미정안구현김홍기
    • C07D499/88C07D499/86
    • (5R,6S)-6((1R)-1-hydroxyethyl)-2-((5R)-5-oxazolidinonyl)-3-carboxyl-2-penem derivatives(I; R= H atom, methyl, ethyl, phenyl, aryl ring compound substituted by oxygen, nitrogen or sulphur; R1= H or ester forming group hydrolyzed in a biomass, indanyl, phthalidyl, methoxymethyl, glycycloxymethyl, phenylglycycloxymethyl, etc.) were prepared. Thus, 250 mg (5R)-5-carboxyl-3-t-butyldiphenylsilyl oxazolidinone was dissolved at 0 deg.C in 150 ml dichloromethane, and added 27.1 ml 60 % sodium hydride, 0.06 ml pyridin at -30 deg.C, 0.05 ml thionyl chloride, reacted at room temperature for 2 hours. 0.56 g (3S,4R)-3-(1-(R)-t-butyldimethylsilyloxyethyl)-1-(1-(4-nitrobenzyloxy-carbonyl)-1-(triphenylphosphoranylidene)methyl)azetidin-2-one-4-thiolate was reacted with the reactant to give 430 mg (3S,4R)-3-(1-(R)-t- butyldimethylsilyloxyethyl)-4-((5R)-5-(3-t-butyldiphenylsilyloxazolidinonyl)carbothio)-1-(1-(4-nitrobenzyloxycarbonyl)-1-(triphenylphosphoranylidene)methyl)azetidinone.
    • (5R,6S)-6((1R)-1-羟乙基)-2 - ((5R)-5-恶唑烷酮基)-3-羧基-2-季戊四醇衍生物(I; R = H原子,甲基,乙基, 被氧,氮或硫取代的芳环化合物; R1 = H或在生物质中水解的酯形成基团,茚满基,苯并吡喃基,甲氧基甲基,乙酰氧基甲基,苯基乙酰氧基甲基等)。 因此,将250mg(5R)-5-羧基-3-叔丁基二苯基甲硅烷基恶唑烷酮在0℃下在150ml二氯甲烷中溶解,并在-30℃下加入26.1ml 60%氢化钠,0.06ml吡啶,0.05 的亚硫酰氯,在室温下反应2小时。 0.56g(3S,4R)-3-(1-(R) - 叔丁基二甲基甲硅烷氧基乙基)-1-(1-(4-硝基苄氧羰基)-1-(三苯基亚正膦基)甲基)氮杂环丁烷-2-酮-4- 将硫醇盐与反应物反应,得到430mg(3S,4R)-3-(1-(R) - 叔丁基二甲基甲硅烷氧基乙基)-4 - ((5R)-5-(3-叔丁基二苯基甲硅烷氧基唑烷基)碳硫基) - (1-(4-硝基苄氧羰基)-1-(三苯基膦烯)甲基)氮杂环丁酮。