Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | HCID 10434997 | HCID 10434997 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 10097578 | HCID 10097578 | — |
Reaction Steps
To triethylamine (0.56 ml), dimethylamine hydrochloride (167 mg) and titanium tetraisopropoxide (0.59 ml) was added a suspension of 2-butyl-3-[4-[2-(4′-formylbiphenyl-4-carbonylamino)ethoxy]phenyl]propionic acid (474 mg) in ethanol (20 ml) at ambient temperature to afford a clear solution. Sodium borohydride (60 mg) was added to the solution and the mixture was stirred under nitrogen atmosphere for 18 hours. At the end of this time 50% acetic acid was added to the reaction mixture. This mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water. The ethyl acetate layer was separated and washed with saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. Diisopropyl ether was added to the residue to give the title compound (135 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06528525B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-f6f062780d7c4f0a8b2ea8bf031c7a9a |
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| Source note | uspto-grants-2003_03 |
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