2-((tert-butyldiphenylsilyl)oxy)ethyl acetate
95%
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description Product Description
2-((tert-Butyldiphenylsilyl)oxy)ethyl acetate is a protected building block used in organic synthesis. It features a tert-butyldiphenylsilyl (TBDPS) group protecting the primary hydroxyl of ethylene glycol, with the other hydroxyl converted to an acetate ester. The TBDPS protecting group offers excellent stability under basic, oxidative, and mildly acidic conditions, while being orthogonally removable using fluoride ions (e.g., TBAF) or stronger acids. The acetate functionality serves as a versatile handle: it can be hydrolyzed to the free alcohol for further derivatization or used in nucleophilic displacement reactions to incorporate the TBDPS-protected 2-hydroxyethyl moiety into complex structures. This reagent is particularly valuable in the total synthesis of natural products, pharmaceuticals, and carbohydrates, where selective introduction of protected alcohol units is essential, and its steric bulk minimizes side reactions.
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