10 mol% 10-CSA, 1:1 MeOH:DCM, −20 or 0 °C; deprotects a primary TBS group within two hours at 0; if CSA is replaced by PPTS, the rate is approximately ten times slower; with p-TsOH, approximately ten times faster; solvent mixture is crucial. 4:1:1 v/v/v AcOH:THF:water, room temp.; this is very slow, but can be very selective. Some common basic conditions HF-pyridine, 10:1 THF:pyridine, 0 °C; an excellent deprotection; removes primary TBS groups within eight hours; reactions using HF must be run in plastic containers. TBAF, THF or 1:1 TBAF/AcOH, THF; TBDPS and TBS groups can be deprotected in the presence of one another under different conditions. References External links Example deprotection TBS silyl ether Example deprotection TBDMS silyl ether Silicon-based Protection of the Hydroxyl Group silyl ether formation in carbohydrates Functional groups Protecting groups