tert-Butyl methyl ether → HCID 86605036, compound

Participants

Reaction Conditions

Reaction Steps

The crude TBDMS ether XVI (3.79 g, 5.7 mmol) was dissolved in a mixture of CH2Cl2 and CH3OH (1:1 v/v) (140 ml) and treated at 0° C. with 1.33 g (5.73 mmol) of 10-camphorsulfonic acid. The reaction mixture was stirred for 1 h at 0° C. After completion of the deprotection 20 ml of saturated aqueous NaHCO3 were added along with 20 ml of TBME. The layers were separated and the aqueous layer was extracted with TBME (2×20 mL). The combined organic layers were washed with saturated aqueous NaHCO3 (2×20 ml), brine (20 ml), dried over MgSO4 and concentrated under reduced pressure. The crude product XVII (3.11 g) obtained as a yellowish oil was used for the next step without further purification. Rf=0.28 (SiO2, 1:1 heptane-AcOEt).

Provenance & Evidence