1989 Fiscal Year Final Research Report Summary
Synthetic Studies on the Biologically Active 3-Benzazepines
| Project/Area Number |
63571013
|
|---|
| Research Category |
Grant-in-Aid for General Scientific Research (C)
|
| Allocation Type | Single-year Grants |
|---|
| Research Field |
Chemical pharmacy
|
|---|
| Research Institution | Kyoto Pharmaceutical University |
|---|
Principal Investigator |
IKEDA Masazumi Kyoto Pharm. Univ., Professor, 薬学部, 教授 (30028857)
|
|---|
| Co-Investigator(Kenkyū-buntansha) |
ISHIBASHI Hiroyuki Kyoto Pharm. Univ., Associate Professor, 薬学部, 助教授 (70028869)
|
|---|
| Project Period (FY) |
1988 – 1989
|
| Keywords | 2-Phenethylamine / 3-Benzazepine / 3-Benzazepin-2-one / Sulfoxide / Pummerer reaction / X-Ray analysis / Cephalotaxine |
|---|
| Research Abstract |
1. A series of (methylsulfinyl)acetamides reacted with electron-rich arenes in the presence of p-toluenesulfonic acid to give alpha-(methylthio)aryl- acetamides, some of which were transformed into biologically active aryl- ethylamines such as (<plus-minus>)-macromerin
2.1,3,4,5-Tetrahydro-2H-3-benzazepin-2-one derivatives were synthesized by an acid-catalyzed cyclization of N-(2-arylethyl)-N-methyl-2-sulfinylacet- amides. Some chemical transformations of the 2H-3-benzazepin-2-ones were also investigated.
3. Synthesis of 1,3,5,6,9,15-hexahydro-4H-1,3-dioxolo[4,5-h]pyrrolo[2,1-b]- [3]benzazepin-2(1H),8-dione, a key intermediate for the total synthesis of (<plus-minus>)-cephalotaxine, has been achieved in a stereoselective manner by a synthetic sequence involving an acid-catalyzed cylization of the alpha- sulfinylacetamide as a key ste
|
Research Products
(9 results)
