HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → HCID 53863200, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Lithium tri-s-butylborohydride | HCID 3611392 | — |
| Reactant | 17-Allyl-1-hydroxy-12-[2-(4-hydroxy-3-methoxycyclohexyl)-1-methylvinyl]-23,25-dimethoxy-13,19,21,27-tetramethyl-11,28-dioxa-4-azatricyclo[22.3.1.04,9]octacosa-14,18-diene-2,3,10,16-tetraone | HCID 57153457 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53863200 | HCID 53863200 | 19.9% |
Reaction Steps
The title compound from example 14 (50 mg) was dissolved in tetrahydrofuran (3 ml) and t-butanol (0.05 ml). The resulting solution was added dropwise to a stirred solution of L-Selectride (Registered Trade Mark) (0.3 ml of a 1M solution in tetrahydrofuran) under a nitrogen atmosphere at -78° C. Stirring was continued for 40 minutes, after which saturated ammonium chloride solution (5 ml) was added and the mixture extracted with ethyl acetate. After filtration of the organic phase, and removal of solvent in vacuo, chromatography on silica eluting with ether/methanol (15:1) yielded the title compound as an oil (10 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05376663 |
| Source dataset | uspto-grants-1994_12 |
| ORD ID | ord-c4e426aa49894139ae185a5500eff18d |
| Source note | uspto-grants-1994_12 |