| Budget Amount *help |
¥18,460,000 (Direct Cost: ¥14,200,000、Indirect Cost: ¥4,260,000)
Fiscal Year 2016: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2015: ¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2014: ¥3,510,000 (Direct Cost: ¥2,700,000、Indirect Cost: ¥810,000)
Fiscal Year 2013: ¥8,710,000 (Direct Cost: ¥6,700,000、Indirect Cost: ¥2,010,000)
|
|---|
| Outline of Final Research Achievements |
Dehydroamino acid (Dhaa) is a useful tool in the research area of amino acid and peptide chemistry. In this study, we examined the stereoselective synthesis of monosubstituted E-Dhaas and disubstituted Dhaas in which the stereocontrolled syntheses have not been well established yet. We designed a new (diphenylphosphono)glycine to solve the synthetic problems. Various E-Dhaas were prepared with high stereoselectivities using the designed reagent and reaction conditions (additives and bases). The stereoselective synthesis of disubstituted Dhaas were achieved by using the new reagent, (diphenylphosphono)glycine, as a common synthetic precursor. Dehydroisoleucine was prepared by a series of sequential reactions: i) E-selective olefination, ii) Z-selective iodination, and ii) Negishi cross-coupling reaction. The above new method is successfully applied to the stereoselective synthesis of phomopsin A side chain containing dehydroisoleucine and dehydroaspartic acid.
|
