Tributyl[(methoxymethoxy)methyl]stannane

CAS 100045-83-8, Cat. No EN300-18631891
Reagent for synthesis of MOM-protected alcohols

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Tributyl[(methoxymethoxy)methyl]stannane (Sn-MOM) is a highly versatile reagent used in organic synthesis primarily for the protection of alcohols as methoxymethyl (MOM) ethers and the formation of 1,2-diols¹. The reagent undergoes tin-lithium exchange with n-BuLi to generate an organolithium intermediate, a hydroxymethyl anion equivalent². The intermediate reacts with carbonyl compounds, including aldehydes, ketones, and lactones, yielding mono-protected diols under mild conditions. The reagent reacts with Weinreb amides to form protected hydroxyketones while maintaining the stereochemistry of the compound³. Sn-MOM is stable and can be stored in a freezer under nitrogen for several months.

Synonyms: tributyl[(methoxymethoxy)methyl]stannane (ACI); (methoxymethoxymethyl)tributyltin; [(methoxymethoxy)methyl]tributylstannane; Sn-MOM