HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 10109781, compound → HCID 9857840, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 10109781 | HCID 10109781 | — |
| Solvent | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 9857840 | HCID 9857840 | 70% |
Reaction Steps
To a round bottom flask was added 9a (0.74 g, 1.99 mmol) followed by TFA (50 mL). The mixture was stirred at rt for 16 h and then concentrated under reduced pressure. The residue was dissolved in Et2O and neutralized with sat. NaHCO3. The organic phase was dried over MgSO4 and concentrated under reduced pressure. The crude product was purified by flash chromatography (hexane-EtOAc 75:25) to yield 10a (0.43 g, 70%) with 90% ee as a white foam; [α]23D=+45.1 (c=0.86, CH2Cl2). Lactone 10a was analyzed for enantiomeric purity using a Chiralcel OD-H column with 92:8 hexane:iPrOH as the eluent, using the racemate as the standard.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06723853B2 |
| Source dataset | uspto-grants-2004_04 |
| ORD ID | ord-1be89ad4568240c4a064acca33a16d1c |
| Source note | uspto-grants-2004_04 |