HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxygen → 5alpha-Hydroperoxy-3beta-hydroxyandrost-6-en-17one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Dehydroepiandrosterone | HCID 5881 | — |
| Product | 5alpha-Hydroperoxy-3beta-hydroxyandrost-6-en-17one | HCID 56628389 | — |
Reaction Steps
3β-Hyroxyandrost-5-en-17-one (DHEA) 1 reacts with singlet oxygen to yield 5α-hydroperoxy-3β-hydroxyandrost-6-en-17one 2. This hydroperoxide undergoes a rearrangement when in chloroform solution to yield 7α-hydroperoxy-3β-hydroxyandrost-5-en-17-one, 3. Treatment of the hydroperoxide with zinc and acetic acid yields 3β,7α-dihydroxy-androst-5-en-17-one, 4. ##STR43##
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05028631 |
| Source dataset | uspto-grants-1991_07 |
| ORD ID | ord-d63fd032945243a9bcf5f77dbfca0f89 |
| Source note | uspto-grants-1991_07 |