化工社化工社 化学情報印刷レポート · 研究参考用
Tetrahydrofuran → 21-methylene-20(R)-methylpregn-4-en-3-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Androsta-4,16-dien-3-one | HCID 92979 | — |
| 反応物 | Dichloromethane ethylacetate | HCID 21226138 | — |
| 生成物 | 21-methylene-20(R)-methylpregn-4-en-3-one | HCID 15429660 | 48% |
| 生成物 | Estra-1,3,5(10),16-tetraen-6-one-3-yl-acetate | HCID 22873077 | 48% |
反応手順
These syntheses are depicted in FIG. 178. Androsta-4,16-dien-3-one (4) was reduced at -55° with 5 lithium tris (1, 2-dimethylpropyl) hydridoborate in THF (c) as described for the preparation of 2 (FIG. 1). Chromatography on silica gel with CH2Cl2 /ethyl acetate 9:1 gave pure axial alcohol 5 (48% yield) and pure equatorial alcohol 6 (48% yield). Analytical samples were further purified by recrystallization (from PE at -30° for 5, from cyclohexane at RT. for 6).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06057439 |
| 出典データセット | uspto-grants-2000_05 |
| ORD ID | ord-012e58eda95e4b99beabe96aef76749b |
| 出典メモ | uspto-grants-2000_05 |