HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Hydrazino-delta-2-imidazoline hydrobromide → (3S,5R,8R,9S,10S,13R,14S,17S)-17-[(E)-(4,5-dihydro-1H-imidazol-2-ylhydrazinylidene)methyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,14-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Hydrazino-delta-2-imidazoline hydrobromide | HCID 3085099 | — |
| Reactant | 3beta,14beta-Dihydroxy-5beta-androstane-17beta-carboxaldehyde | HCID 10903304 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | (3S,5R,8R,9S,10S,13R,14S,17S)-17-[(E)-(4,5-dihydro-1H-imidazol-2-ylhydrazinylidene)methyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthrene-3,14-diol | HCID 10834968 | 43.4% |
Reaction Steps
To a solution of 0.93 g of 2-hydrazino-2-imidazoline hydrobromide in 45 ml of water and 30 ml of dioxane a solution of 1.10 g of 3β,14β-dihydroxy-5β-androstane-17β-carboxaldehyde (Boutagy J. and Thomas R., Aust. J. Chem., 1971, 24, 2723) in 30 ml of dioxane was added dropwise at room temperature. After 2 hrs, the solution was evaporated to dryness under reduced pressure. The crude product was crystallized from ethanol/water and then from ethanol to give 0.60 g of the title compound (I-aa) as hydrobromide, white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05538960 |
| Source dataset | uspto-grants-1996_07 |
| ORD ID | ord-34fad7ad5f6f4382b5ae8f5f093bd4b3 |
| Source note | uspto-grants-1996_07 |