Trifluoroacetic acid → HCID 86751988, compound
Reaction equation
C(O)(C(F)(F)F)=O.[CH3:8][CH:9]([CH3:41])[CH2:10][C:11]1([C:38]([CH3:40])=[CH2:39])[CH2:16][CH:15]([CH2:17][O:18]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[O:14][C:12]1=[O:13]>C(Cl)Cl>[CH3:8][CH:9]([CH3:41])[CH2:10][C:11]1([C:38]([CH3:40])=[CH2:39])[CH2:16][CH:15]([CH2:17][OH:18])[O:14][C:12]1=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
TFA (15.0 mL) is added to a solution of [S-(R*,R*)]-α-(2-methylpropyl)-α-(propen-2-yl)-γ-trityloxymethyl-γ-butyrolactone (2.09 g, 4.60 mmol) and CH2Cl2 (30.0 mL) at 0° C. The solution is stirred for 75 minutes at 0° C. and is concentrated. Aqueous workup (CH2Cl2, MgSO4) and purification by flash chromatography (1:1 hexane:EtOAc) provides 684 mg (70%) of the title compound as an oil.