Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl iodoacetate | HCID 12183 | — |
| Reactant | N,N,N-Trimethyl(phenyl)methanaminium fluoride | HCID 11062816 | — |
| Reactant | HCID 18645598 | HCID 18645598 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 67924050 | HCID 67924050 | 31.6% |
Reaction Steps
3β-benzoyloxy-15-trimethylsiloxy-5α-cholest-8,14-diene (1.93 g, 3.35 mmole) in THF (10 mL) and ethyl iodoacetate (0.79 mL, 6.7 mmole) was added at -10° C. to a mixture of benzyl trimethylammonium fluoride (850 mg, 5 mmole) in THF (15 mL). The mixture was stirred at -10° C. for 15 minutes and at ambient temperature for 30 minutes, diluted with hexane, filtered and the filtrate was concentrated. Using the workup described in Example 1(ii), 625 mg of 3β-benzoyloxy-14α-carbethoxymethyl-5α-cholest-8-en-15-one was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05023250 |
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| Source dataset | uspto-grants-1991_06 |
|---|
| ORD ID | ord-18e19890ff01487884930320cff5bc3a |
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| Source note | uspto-grants-1991_06 |
|---|
