Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 86754853 | HCID 86754853 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 492429 | HCID 492429 | 100.6% |
Reaction Steps
A mixture of (4S,5R,6R)-4-amino-6-(dipropylcarbamoyl)-5-(2,2,2-trifluoroacetylamino)-5,6-dihydro-4H-pyran-2-carboxylic acid, methyl ester (0.34 g), triethylamine (1 ml) and water (2 ml) was heated at 50° C. for 2 hours. The solvent was removed in vacuo and the residue was co-evaporated with dioxane (×3) to afford the title compound as a white solid (330 mg). 1H NMR (250 MHz, D6 -DMSO) 9.40 (1H, s), 5.56 (1H, d, J=3 Hz), 4.70 (1H, d, J=9 Hz), 4.15 (1H, m), 3.85 (2H, m), 3.38 (2H, m), 3.15 (2H, m), 2.84 (2H, m), 1.47 (2H, m), 1.30 (2H, m), 0.72 (6H, m). Mass analysis: C15H22F3N3O5. 1.25 H2O. Required: C, 44.61; H, 6.11; N, 10.40. Found: C, 44.61; H, 6.10; N, 10.13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05990156 |
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| Source dataset | uspto-grants-1999_11 |
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| ORD ID | ord-ac54ab7d556f4a6582f2a15d8d0d051a |
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| Source note | uspto-grants-1999_11 |
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