Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | tert-butyl[2-(4-{[(4E)-5-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}pent-4-en-1-yl]oxy}phenyl)ethyl]carbamate | HCID 57933225 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Ammonia | HCID 222 | — |
| Product | tert-butyl(2-{4-[(5-{3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]-4-hydroxyphenyl}pentyl)oxy]phenyl}ethyl)carbamate | HCID 57933162 | — |
Reaction Steps
Tert-butyl[2-(4-{[(4E)-5-{4-(benzyloxy)-3-[(1R)-3-(diisopropylamino)-1-phenylpropyl]phenyl}pent-4-en-1-yl]oxy}phenyl)ethyl]carbamate (Preparation 57, 2.5 g, 3.5 mmol) was dissolved in ethanol (50 ml) and palladium hydroxide (20% by weight on carbon, 600 mg, 0.84 mmol) and ammonium formate (2.0 g, 30 mmol) were added and stirred at 90° C. for 1 hour. Reaction was cooled and filtered through arbocel and the solvent removed in vacuo. The residue was purified by column chromatography on silica gel eluting with dichloromethane:methanol:880 ammonia (95/5/0.5 to 90/10/1 by volume) to furnish the title compound as a white foam, 1.66 g
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-9b7478f13ed240a7b1753c46cc285576 |
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| Source note | uspto-grants-2009_11 |
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