HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 24994045, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3,3,3-Trifluoro-2-hydroxypropanoic acid | HCID 244896 | — |
| Reactant | PyBOP | HCID 2724699 | — |
| Reactant | HCID 67019988 | HCID 67019988 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 24994045 | HCID 24994045 | — |
Reaction Steps
To a solution of the product of Step B (107 mg, 0.23 mmol), 3,3,3-trifluoro-2-hydroxypropionic acid (39 mg, 0.27 mmol), and NEt3 (63 μL, 0.45 mmol) in 10 mL of CH2Cl2 was added PyBOP (140 mg, 0.27 mmol). After stirring at rt for 16 h, the mixture was concentrated. Chromatography on a Biotage 25+M cartridge using 1:1 v/v EtOAc/hexanes as the eluant afforded two enantiomeric mixtures, which were subsequently resolved (the one having higher Rf value on TLC was resolved by AD using 13% EtOH/hex, and the other by AD using 20% IPA/hept) to afford the title compounds.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07999107B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-e166cc9e22ca49b4bb77af0cd578e688 |
| Source note | uspto-grants-2011_08 |