Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Acetate | HCID 517045 | — |
| Reactant | HCID 12767260 | HCID 12767260 | — |
| Reactant | HCID 178418287 | HCID 178418287 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22817078 | HCID 22817078 | 80.5% |
Reaction Steps
A suspension comprising a mixture of 221 mg of pyridinium chlorochromate (C5H5N+HCrO3Cl-) and 8.3 mg of sodium acetate in 1 ml of dichloromethane was prepared. To the suspension, a solution of 221 mg of 3α-(2-tetrahydropyranyloxy)-24-hydroxy-5β-cholane in 4 ml of dichloromethane was added at one time in an argon stream under stirring. After stirring for 3 hours, the supernatant of the reaction mixture was separated by decantation, and the precipitate was washed with dichloromethane three times. The supernatant was combined with the washings, passed through a short column with silica gel (4 g). The eluate with dichloromethane was concentrated under vacuum. 3α-(2-Tetrahydropyranyloxy)-24-oxo-5β-cholane (177 mg) was obtained as a colorless oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04284577 |
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| Source dataset | uspto-grants-1981_08 |
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| ORD ID | ord-09dc7aaaa7f549bb99305b3f27a7cec6 |
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| Source note | uspto-grants-1981_08 |
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