Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 69024988 | HCID 69024988 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 69025804 | HCID 69025804 | 90% |
Reaction Steps
Ammonium formate (139 mg, 2.20 mmol) and palladium (II) hydroxide (50 mg) was added to a solution of 3-(3-{2-[2-(4-benzyloxy-3-hydroxymethyl-phenyl)-2-(tert-butyl-dimethyl-silanyloxy)ethylamino]-2-methyl-propyl}-phenyl)-acrylic acid benzyl ester (preparation 143), (300 mg, 0.44 mmol) in ethanol (10 mL) and the mixture was heated under reflux for 30 minutes. The reaction mixture was then cooled, filtered through Arbocel® and concentrated in vacuo to afford the title compound in 90% yield, 200 mg. 1H NMR (400 MHz, CD3OD) δ: 7.30 (1H, s), 7.20 (1H, m), 7.18 (1H, d), 7.09 (2H, m), 7.00 (1H, d), 6.78 (1H, d), 4.88 (1H, m), 4.63 (2H, m), 3.11 (2H, m), 2.83 (4H, m), 2.48 (2H, m), 1.23 (6H, s), 0.81 (9H, s), −0.03 (3H, s), −0.18 (3H, s) ppm; LRMS ESI m/z 502 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07629358B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-baafb3c901114827aefa0495a2ba2a1a |
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| Source note | uspto-grants-2009_12 |
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