Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ammonium fluoride | HCID 25516 | — |
| Reactant | 4-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol | HCID 57933227 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Ammonia | HCID 222 | — |
| Product | 2-((R)-3-(diisopropylamino)-1-phenylpropyl)-4-(4-(4-(2-((R)-2-hydroxy-2-(4-hydroxy-3-(hydroxymethyl)phenyl)ethylamino)ethyl)phenoxy)butyl)phenol | HCID 24876564 | — |
Reaction Steps
4-[(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-({2-[4-(4-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}butoxy)phenyl]ethyl}amino)ethyl]-2-(hydroxymethyl)phenol (Preparation 63, 311 mg, 0.356 mmol) was dissolved in methanol (4 ml) and water (0.5 ml) and ammonium fluoride (132 mg, 3.56 mmol) was added. The reaction was heated to 40° C. and stirred overnight. Reaction mixture was cooled and solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (100/0/0 to 90/10/1.0 by volume) to furnish the title compound as a glass, 84 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07612084B2 |
|---|
| Source dataset | uspto-grants-2009_11 |
|---|
| ORD ID | ord-f482fe72229e48f683164588595ac071 |
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| Source note | uspto-grants-2009_11 |
|---|
