| Project/Area Number |
24790122
|
|---|
| Research Category |
Grant-in-Aid for Young Scientists (B)
|
| Allocation Type | Multi-year Fund |
|---|
| Research Field |
Drug development chemistry
|
|---|
| Research Institution | Yasuda Women's University |
|---|
Principal Investigator |
|
|---|
| Project Period (FY) |
2012-04-01 – 2014-03-31
|
| Project Status |
Completed (Fiscal Year 2013)
|
| Budget Amount *help |
¥4,550,000 (Direct Cost: ¥3,500,000、Indirect Cost: ¥1,050,000)
Fiscal Year 2013: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2012: ¥3,250,000 (Direct Cost: ¥2,500,000、Indirect Cost: ¥750,000)
|
|---|
| Keywords | β-ヘテロ置換α,α-二置換α-アミノ酸 / リパーゼ触媒 / 非対称化 / 1,3-ジオール / アジリジン / 不斉四級炭素 / β-ヘテロα,α-二置換α-アミノ酸 / 不斉四級中心 / β，β-二置換α-アミノ酸 |
|---|
| Research Abstract |
alpha,alpha-disubstituted beta-amino acids having heteroatoms (oxygen, sulfur or nitrogen) at beta-position are versatile intermediates for synthesis of drugs. In this project, we set up our goal to establish novel and efficient methods to assemble them via lipase-catalyzed enantioselective acetylation (desymmetrization) of symmetric 1,3-propanediol to construct the asymmetric quaternary carbon center.
Ranirestat, an aldose reductase inhibitor for treatment of diabetic complications, has beta-heterosubstituted alpha,alpha-disubstituted alpha-amino acid moiety, and is enantioselectively synthesized (>99% enantiomeric excess). A practical and enantioselective method to access N-carbobenzoxy (S)-alpha-methylserine is also established.
|
