HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Acetate → [(5R,8R,9S,10S,13R,14S,17S)-17-[(E)-2-(dimethylamino)ethoxyiminomethyl]-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-14-yl] acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | O-[2-(dimethylamino)ethyl]hydroxylamine dihydrochloride | HCID 10176354 | — |
| Reactant | HCID 86748908 | HCID 86748908 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | [(5R,8R,9S,10S,13R,14S,17S)-17-[(E)-2-(dimethylamino)ethoxyiminomethyl]-10,13-dimethyl-3-oxo-2,4,5,6,7,8,9,11,12,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-14-yl] acetate | HCID 88123149 | 78.4% |
Reaction Steps
To a solution of 0.21 g of 2-dimethylaminoethoxyamine dihydrochloride, 2.00 g of sodium acetate in 25 ml of 0.2M acetic acid a solution of 0.30 g of 3-oxo-14β-hydroxy-5β-androstane-17β-carboxaldehyde (Prepn. 6) in 40 ml of dioxane was added dropwise. After 2 hrs at room temperature, the mixture was evaporated to dryness under reduced pressure and the crude product was extracted three times with iso-propanol. Evaporation of the solvent gave 0.33 g of (E)-3-oxo-17β-(2-dimethylaminoethoxyiminomethyl)-5β-androstane-14β-ol acetate as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05444055 |
| Source dataset | uspto-grants-1995_08 |
| ORD ID | ord-de0c832f9ba2442aa3c3b7f9f3976dfd |
| Source note | uspto-grants-1995_08 |