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A Convenient Method for Synthesis of Novel Cyclic Ethers (1R,2R,3R,5S,7S,9R,12R)-3-(t-Butyldimethylsilyl)oxy-7-methoxymethyl-oxy-2,10-dimethyl-12-oxatricyclo [7.2.1.0~(5,12)] dodecane
作者姓名:Jie YAN  Min ZHU College of Pharmaceutical Sciences  Zhejiang University of Technology  Hangzhou College of Biological and Environmental Sciences  Zhejiang Shuren University  Hangzhou
作者单位:Jie YAN1,Min ZHU2 1 College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou 310032 2College of Biological and Environmental Sciences,Zhejiang Shuren University,Hangzhou 310015
摘    要:Coloradocin, a novel macrolide antibiotic from cultures of Actinoplanes coloradoensis1exhibits activity against pathogenic anaerobic and microaerophilic species2. Because itslow toxicity and substantial oral activity3, , as well as its unusual structure5, several 4research groups initiated approaches towards the synthesis of coloradocin6, whichculminated in the synthesis of 18-deoxynargenicin A1 by Kallmerten et al.7. …


A Convenient Method for Synthesis of Novel Cyclic Ethers (1R, 2R,3R, 5S, 7S, 9R, 12R)-3-(t-Butyldimethylsilyl)oxy-7-methoxymethyloxy-2, 10-dimethyl-12-oxatricyclo [7.2.1.05,12] dodecane
Jie YAN,Min ZHU College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou College of Biological and Environmental Sciences,Zhejiang Shuren University,Hangzhou .A Convenient Method for Synthesis of Novel Cyclic Ethers (1R,2R,3R,5S,7S,9R,12R)-3-(t-Butyldimethylsilyl)oxy-7-methoxymethyl-oxy-2,10-dimethyl-12-oxatricyclo [7.2.1.0~(5,12)] dodecane[J].Chinese Chemical Letters,2005,16(4).
Authors:Jie YAN  Min ZHU College of Pharmaceutical Sciences  Zhejiang University of Technology  Hangzhou College of Biological and Environmental Sciences  Zhejiang Shuren University  Hangzhou
Institution:Jie YAN1,Min ZHU2 1 College of Pharmaceutical Sciences,Zhejiang University of Technology,Hangzhou 310032 2College of Biological and Environmental Sciences,Zhejiang Shuren University,Hangzhou 310015
Abstract:Novel cyclic esters (1R, 2R, 3R, 5S, 7S, 9R, 12R)-3-(t-butyldimethylsilyl)oxy-7- methoxymethyloxy-2, 10-dimethyl-12-oxatricyclo 7.2.1.05,12] dodecane were prepared when their precursor 1 was treated with SOCl2/pyridine. A plausible mechanism was hypothesized.
Keywords:R  2R  3R  5S  7S  9R  12R)-3-(t-Butyldimethylsilyl)oxy-7-methoxymethyloxy-2    10-dimethy-12-oxatricyclo [7  2  1  05  12] dodecane  synthesis  mechanism  
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