Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Ethyl 4'-hydroxy-4-biphenylcarboxylate | HCID 4049156 | — |
| Reactant | (R)-2-((tert-butoxycarbonyl)amino)propyl methanesulfonate | HCID 14427185 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69202227 | HCID 69202227 | 109% |
Reaction Steps
A suspension of ethyl 4′-hydroxybiphenyl-4-carboxylate (1.63 g), (R)-(+)-2-(tert-butoxycarbonylamino)propyl methanesulfonate (1.93 g), and cesium carbonate (2.70 g) in N,N-dimethylformamide (18 mL) was stirred at 50° C. for 21 hrs. The reaction mixture was diluted with ethyl acetate, washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by aminopropyl silica gel flash column chromatography (eluent: n-hexane/ethyl acetate=1/1) to afford ethyl 4′-[(R)-2-(tert-butoxycarbonylamino)propyloxy]biphenyl-4-carboxylate (2.93 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07417169B2 |
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| Source dataset | uspto-grants-2008_08 |
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| ORD ID | ord-61cc5ad85d054e5fa05a907d85e9e836 |
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| Source note | uspto-grants-2008_08 |
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