Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | N-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamide | HCID 57933228 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ammonia | HCID 222 | — |
| Product | N-(5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}-2-hydroxyphenyl)methanesulfonamide | HCID 57933180 | — |
Reaction Steps
N-[2-(benzyloxy)-5-{(1R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[(8-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}octyl)amino]ethyl}phenyl]methanesulfonamide (Preparation 54, 90 mg, 0.10 mmol), ammonium formate (130 mg, 2.0 mmol) and 20% palladium hydroxide on carbon (20 mg) were mixed in ethanol (3 ml) and heated to 70° C. overnight. Reaction mixture was then cooled and filtered. The filtrate was collected and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (98/2/0.2 to 91/9/0.9 by volume) to furnish the title compound as a gum to furnish the title compound as a glass, 82 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07612084B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-eab389c8f2e04083a89566dad26bf607 |
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| Source note | uspto-grants-2009_11 |
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