HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 58746524, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 2,2-Difluoropropionic acid | HCID 2782825 | — |
| Reactant | HCID 69597820 | HCID 69597820 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58746524 | HCID 58746524 | 73.5% |
Reaction Steps
2,2-Difluoropropanoic acid (2.31 mg, 0.0210 mmol) in DMF (1.00 mL) was treated with benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (9.97 mg, 0.0225 mmol). The solution was stirred at ambient temperature for 5 minutes. Methyl 2-[5-((2S)-2-amino-3-[4-(1,1-dioxido-3-oxoisothiazolidin-5-yl)-3-fluorophenyl]-propanoylamino)pentyl]oxy-6-hydroxybenzoate trifluoroacetate (10.0 mg, 0.0150 mmol) in DMF (1.00 mL) was added followed by N,N-diisopropylethylamine (13.1 μL, 0.0751 mmol). The solution stirred at rt for 2 h. The product was directly purified by preparative LCMS to afford product as a white solid (7.1 mg, 73%). LCMS found for C28H33F3N3O9S (M+H)+: m/z=644.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07141596B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-d21545721df444f2b7ca63fbc5349406 |
| Source note | uspto-grants-2006_11 |