Hydrochloric Acid → HCID 86753270, compound

Participants

Reaction Conditions

Reaction Steps

198 mg (0,606 mmol) of (R)-2-[(1R,3aR,4S,7aR)-4-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-propan-1-ol was dissolved in pyridine (3 ml) and cooled to 0° C. DMAP (18,5 mg; 0,152 mmol) was added followed by a slow addition of pivaloyl-chloride (97 ml; 0,79 mmol). The mixture was allowed to react for half an hour at 0° C. and half an hour at room temperature. The reaction mixture was poured in a cold aqueous HCl (25%) solution. Extraction with ether, washing with brine, drying over Na2 SO4 and solvent removal gave a dark oil which was purified by column chromatography on silica gel (eluent: n-hexane/ethyl-acetate 97:3) affording 215 mg (86,3%) of 2,2-Dimethyl-propionic acid (R)-2-[(1R,3aR,4S,7aR)-4-(tert-butyl-dimethyl-silanyloxy)-7a-methyl-octahydro-inden-1-yl]-propyl ester (J1) as a yellow oil.

Provenance & Evidence