Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | (Dimethyl sulfide)trihydroboron | HCID 12423031 | — |
| Reactant | HCID 15541628 | HCID 15541628 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69763044 | HCID 69763044 | — |
Reaction Steps
Cholesta-5,8-diene-3β-yl acetate (1.0 g) is dissolved in 250 ml diethylether. The reaction mixture is cooled to 0° C. and 2.35 ml of borane-dimethylsulphide-complex (2 M solution in tetrahydrofuran) is added. The reaction mixture is warmed to room temperature within 2 hours. Then, 26 ml water, 26 ml sodium hydroxyde solution (10 % aqueous) and 3.65 ml hydrogen-peroxyde (30%) are added at 0° C. After aqueous work-up and column chromatography 3β-(acetyloxy)-5α-cholest-8-ene-6α-ol (140 mg) is isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06486145B2 |
|---|
| Source dataset | uspto-grants-2002_11 |
|---|
| ORD ID | ord-aac572cd3b3644919161651cae1e0c45 |
|---|
| Source note | uspto-grants-2002_11 |
|---|
