Methoxymethyl radical

One of the protecting groups in the synthetic chemistry organic with the methoxymethyl radical (methoxymethyl group). The structure is used to protect alcohol or a phenolic hydroxy group in CH₃OCH₂-. It is abbreviated to MOM on a structural formula.

Protection

I trigger strong bases such as hydrogenation sodium to alcohol (or phenol) and assume it alkoxide (or phenoxide), and the product which received MOM protection when I trigger chloromethyl methyl ether there is provided.

 

This reaction progresses with a kind of the Williamson ether synthesis in S_N2 system.

Reactivity, deprotection

Because the form that protected a hydroxy group becomes acetal, generally reactivity to acid is high, but there is the tolerance to a base and a reducing agent. Therefore the deprotection is performed by the hydrolysis that assumed acid a catalyst.

 

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This article is taken from the Japanese Wikipedia Methoxymethyl radical

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