HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 69133284, compound → (5R,6E,8R,9S,10R,13S,14S)-5-hydroxy-6-methoxyimino-10,13-dimethyl-2,4,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 69133284 | HCID 69133284 | — |
| Reactant | HCID 154041432 | HCID 154041432 | — |
| Product | (5R,6E,8R,9S,10R,13S,14S)-5-hydroxy-6-methoxyimino-10,13-dimethyl-2,4,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-3,17-dione | HCID 87655454 | 80% |
Reaction Steps
The title compound II-bn was prepared in 80% yield from 3,3:17,17-bis(ethylendioxy)-5α-hydroxy-6-(E)-methoxyiminoandrostane by the procedure described above for the preparation of 6α-cyanoandrostane-3,17-dione (II-ac, Prepn. 3). The combined organic extracts were washed with H2O, dried over Na2SO4 and evaporated to dryness. The residue was purified by flash chromatography (SiO2, n-hexane/acetone/CH2Cl2 60/20/20). 1H-NMR (300 MHz, DMSO-d6, ppm from TMS: δ 5.47 (s, 1H), 3.75 (s, 3H), 3.02 (dd, 1H), 2.79 (d, 1H), 2.45-1.13 (m, 17H), 0.95 (s, 3H), 0.77 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08609644B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-cbae99379604466bb65d27e98743633d |
| Source note | uspto-grants-2013_12 |