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Diethyl Ether → 17beta,19-Di-(1-methoxy-1-cyclopentyloxy)-androst-4-en-3beta-ol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | 19-Hydroxytestosterone | HCID 150968 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 17beta,19-Di-(1-methoxy-1-cyclopentyloxy)-androst-4-en-3-one | HCID 86735678 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 17beta,19-Di-(1-methoxy-1-cyclopentyloxy)-androst-4-en-3beta-ol | HCID 86735677 | — |
反応手順
The compound 17β,19-dihydroxyandrost-4-en-3-one is similarly etherified to form the 17β-OR4, 19-OR1, derivatives of androst-4-en-3-one. Reduction as previously described yields the corresponding 3-hydroxy analogues. For example, 17β,19-dihydroxyandrost-4-en-3-one is converted to 17β,19-di-triphenylsiloxyandrost-4-en-3-one and 17β,19-di-(1-methoxy-1-cyclopentyloxy)-androst-4-en-3-one as previously described. These compounds are then reduced using lithium aluminum hydride in an ether or tetrahydrofuran solution to produce 17β,19-di-triphenylsiloxyandrost-4-en-3β-ol and 17β,19-di-(1-methoxy-1-cyclopentyloxy)-androst-4-en-3β-ol, respectively.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04087524 |
| 出典データセット | uspto-grants-1978_05 |
| ORD ID | ord-c843252dc8e045bd9c6a786e7333510e |
| 出典メモ | uspto-grants-1978_05 |