HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → 3-O-Benzyl Estradiol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| 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 | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-O-Benzyl Estradiol | HCID 11291413 | 100.4% |
Reaction Steps
To a solution of 3-benzyloxyestra-1,3,5(10)-trien-17-one (40, 2.70 g, 7.5 mmol) in THF (5.0 mL) and MeOH (30 mL) was added sodium borohydride (284 mg, 7.5 mmol) at 0° C. The reaction mixture was stirred for 30 min, then quenched with saturated aqueous NH4Cl, and H2O added. The precipitate was collected by filtration and washed with H2O to afford 2.73 g of 41 (100% yield) mp: 118-119° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06046186 |
| Source dataset | uspto-grants-2000_04 |
| ORD ID | ord-69a0be22a0734d9ebc507790a65dad55 |
| Source note | uspto-grants-2000_04 |