Trimethylsilyltributylstannane

CAS 17955-46-3, Cat. No EN300-7404908
Organostannane reagent

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Trimethylsilyltributylstannane (Bu₃SnTMS) is a popular choice in organostannane chemistry to embed the Bu₃Sn group to a compound and as a bonus bears a very versatile TMS protection group^1,2. The TMS group allows one to reach multiple synthetic tasks in a single pot. Bu₃SnTMS is a colorless liquid soluble in THF, ether, DCM, MeOH, hexane, and insoluble in water¹. It is moderate air- and moisture-stable and can be stored at room temperature for months. But, as with any tin chemistry, all precautions must be taken during the work¹. The reagent is employed in reactions with aldehydes for synthesizing α-silyloxyalkylstannanes or γ-slyloxyallylstannanes^1,2. It is a mild and convenient method, suitable for base-sensitive substrates. Besides this, the reagent is appropriate for addition to alkynes or alkenes due to its high tolerance to many functional groups. The applicable alkenes include ethylene, strained bicyclic alkenes, cyclopropenes, etc.¹

Synonyms: (tributylstannyl)trimethylsilane; (trimethylsilyl)tributylstannane; (trimethylsilyl)tributyltin; tributyl(trimethylsilyl)tin; trimethyl(tributylstannyl)silane; Bu₃SnTMS