Budget Amount *help |
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2015: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2014: ¥910,000 (Direct Cost: ¥700,000、Indirect Cost: ¥210,000)
Fiscal Year 2013: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
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Outline of Final Research Achievements |
Asymmetric total syntheses of GKK1032A2 and its three kinds of stereoisomers were investigated to elucidate the stereochemistry of anti-microbial compound FO-7711CD6. A construction of highly strained 13-membered macrocycle of GKK1032A2 was achieved by Ullmann etherification. The obtained trace amount of macrocycle was successfully converted to the desired final product and its 1H-NMR spectrum and HRMS are in good agreement with that of GKK1032A2. However, the poor yield of macrocyclizaion is a serious problem for the completion of total synthesis. Therefore, a new efficient method for the construction of 13-membered macrocycle utilizing nucleophilic aromatic substitution of arene chromium complex was investigated and successfully developed. End games toward the total synthesis of GKK1032A2 in large scale are now in progress. Three kinds of stereoisomers of GKK1032A2 will be synthesized by the developed method to elucidate the precise stereochemistry of FO-7711CD6.
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