Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 11436223 | HCID 11436223 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11163527 | HCID 11163527 | 57.9% |
Reaction Steps
A solution of 2-(4-amino-phenyl)-3-cyclopentyl-propionic acid (49 mg, 0.21 mmol) in tetrahydrofuran (5 mL) was treated with N,N-diisopropylethylamine (0.04 mL, 0.25 mmol) and benzoyl chloride (0.02 mL, 0.21 mmol). The reaction mixture was stirred at 25° C. for 24 h. The reaction mixture was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 60/40 hexanes/ethyl acetate) afforded 2-(4-benzoylamino-phenyl)-3-cyclopentyl-propionic acid (41 mg, 57.9%) as a white solid: mp 192.5-194° C.; EI-HRMS m/e calcd for C21H23NO3 (M+) 337.1677, found 337.1670.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06489485B2 |
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| Source dataset | uspto-grants-2002_12 |
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| ORD ID | ord-85560e7d11894ef2b0a062387a98917f |
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| Source note | uspto-grants-2002_12 |
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