Dimethyl Sulfoxide → HCID 86591972, compound

Participants

Reaction Steps

180 mg (0.262 mmol) (3S)-6-bromo-3-(tert-butyl-dimethyl-silanyloxy)-4,4-dimethyl-5-oxo-heptanoic acid 9-hydroxy-4,8-dimethyl-1-[1-methyl-2-(2-methyl-thiazol-4-yl)-vinyl]-non-3-enyl ester (277b) were dissolved in 5.30 mL CH2Cl2 and 1.72 mL DMSO at 0° C. and 212 μl (155 mg, 1.53 mmol) triethylamine were added. After addition of 195 mg (1.223 mmol) SO3.Pyridine—complex the mixture was stirred 60 min at 0° C. Dilution with 40 mL diethylether was followed by twofold washing with 10 mL demi water and with brine (2×10 mL). The organic layer was the dried over Na2SO4, filtered and concentrated in vacuo to give a slightly yellow oil which was used in the following reaction step without further purification.

Provenance & Evidence