Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | Androst-5-en-3-one, 17-(acetyloxy)-7-methyl-, (7α,17β)- | HCID 131723363 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86584402 | HCID 86584402 | — |
Reaction Steps
Add slowly a solution of 7α-methylandrost-5-en-3-on-17β-ol 17 acetate (L74a, 6.3 g, 18.9 mmol) in tetrahydrofuran (50 mL) to a solution of sodium borohydride (0.72 g, 18.9 mmol) in 95% ethanol (200 mL) cooled to −3° C. in a salt/ice bath with stirring. Stir at this temperature for 3 hours and decompose the excess reagent by cautious addition of acetic acid (10 mL). Remove the solvents and purify the resulting crude product by flash chromatography to give 7α-methylandrost-5-ene-3β,17β-diol 17 acetate (L75a) as a white solid. Similarly prepare the following analogs:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06413951B2 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-42566252ef144f76a91e531e4f28687e |
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| Source note | uspto-grants-2002_07 |
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