Triethylamine → HCID 10881469, compound

Participants

Reaction Conditions

Reaction Steps

Triethyl amine (413 μl, 3.09 mmol, 1.53 equiv) and methanesulfonyl chloride (212 μl, 2.73 mmol, 1.35 equiv) is added to a solution of (S)-5-(tert-butyldimethylsilyloxy)-4-methyl-pentan-1-ol 6 (471 mg, 2.03 mmol) in 6.5 ml of dichloromethane. The mixture is stirred for 15 min at 0° C., diluted with diethyl ether (30 ml), washed with water (5 ml), 1.0 M hydrochloric acid (5 ml), saturated aqueous sodium bicarbonate solution (5 ml), and brine (5 ml). The organic phase is separated, dried over magnesium sulfate and concentrated in vacuo. (S)-1-methanesudonyloxy-5-(tert-butyldimethylsilyloxy)-4-methyl-pentane 7 (472 mg, 99%) is obtained as a colourless oil. 13C-NMR (100 MHz, CDCl3): δ=70.44; 67.98; 37.41; 35.31; 28.99; 26.80; 25.95; 18.34; 16.56; −5.37, −5.38 (—SiMe2tBu).

Provenance & Evidence