HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 3-O-Benzyl Estradiol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | (8R,9S,13S,14S)-13-methyl-3-phenylmethoxy-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-one | HCID 11132151 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-O-Benzyl Estradiol | HCID 11291413 | — |
Reaction Steps
To a suspension of 3-benzyloxyestra-1,3,5(10)-trien-17-one BLE99049 (3.46 g, 9.59 mmol) in THF (15 ml) and MeOH (38 ml) was added sodium borohydride (0.36 g, 9.58 mmol) at 0° C. The reaction mixture was stirred for 30 min at room temperature, then quenched with 10 ml of saturated aqueous NH4Cl and 50 ml of H2O added. The precipitate was collected by filtration and washed with H2O to afford 3.50 g of 3-benzyloxyestra-1,3,5(10)-trien-17β-ol BLE99051 (100% crude yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08030296B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-818618f2fe9741ea83ffd94b6c26a69c |
| Source note | uspto-grants-2011_10 |