Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 10174704 | HCID 10174704 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 10196601 | HCID 10196601 | 75% |
Reaction Steps
A solution of 2-(3-{3-[[2-chloro-3-(trifluoromethyl)benzyl](2-hydroxy-2-phenyl-ethyl)amino]propoxy}-phenyl)acetic acid (Example 15 b) in anhydrous toluene (5 ml) was treated with acetic acid (3 mg). Polymer bound triphenylphosphine (30 mg, 3 mmol/g) was then added, and the mixture reacted for 15 min. The reaction mixture was then cooled to 0° C. and diisopropylazodicarboxylate(10 mg, 0.05 mmol) was added dropwise. After stirring at RT overnight the crude mixture was filtered and the solid washed with 10 ml toluene. After concentration of the filtrate in vacuo, the crude product was purified by HPLC to give the title compound as an oil (20 mg, 75%). MS (ESI) 563.8 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07365085B2 |
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| Source dataset | uspto-grants-2008_04 |
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| ORD ID | ord-75100fd4370d47fbbe70f4e398b76d1f |
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| Source note | uspto-grants-2008_04 |
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