HuagongsheHuagongshe Chemistry Print Report · For research reference only
{2-(benzyloxy)-5-[(1R)-2-({2-[4-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}amino)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]phenyl}methanol → 4-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | {2-(benzyloxy)-5-[(1R)-2-({2-[4-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}amino)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]phenyl}methanol | HCID 57933171 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(2-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}ethoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol | HCID 57933214 | — |
Reaction Steps
{2-(benzyloxy)-5-[(1R)-2-({2-[4-(2-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}ethoxy)phenyl]ethyl}amino)-1-{[tert-butyl(dimethyl)silyl]oxy}ethyl]phenyl}methanol (Preparation 48, 280 mg, 0.30 mmol) was dissolved in ethanol (6 ml) and palladium hydroxide (20% by weight on carbon, 14 mg, 0.02 mmol) was added. The reaction was the hydrogenated under 40 psi at room temperature for 18 hours, cooled to room temperature and the reaction filtered through Celite™ and the filtrate solvent removed in vacuo to furnish the title compound as a gum, 235 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612084B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-68296f679fee4f38af83be7dca9e1c68 |
| Source note | uspto-grants-2009_11 |