t-Butyldimethylsilyl amine

CAS 41879-37-2, Cat. No EN300-7602224
Reagent for protection and nucleophilic NH₂ source

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t-Butyldimethylsilyl amine (TBDMS-NH₂) is the reagent used as a ligand in metal complexes, like a nucleophile in substitution reactions, and a protecting group in organic synthesis. It participates in condensation reactions, forming β-lactams and chiral sulfinamides¹. The reagent is also effective for protecting alcohols and carboxylic acids under mild conditions. Soluble in pentane, ether, and THF, TBDMS-NH₂ is a white solid with a melting point of 59–60°C. It should be stored under argon in a dry, dark place to maintain stability.

Synonyms: t-butyldimethylsilylamine; TBDMS-NH₂; silanamine, 1-(1,1-dimethylethyl)-1,1-dimethyl-; tert-butyldimethylsilanamine; 2-(amino-dimethylsilyl)-2-methylpropane