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2H-3,4,5,6-tetrahydropyran-4-yl methylsulfonate 4-Tetrahydropyranyl Methanesulfonate 134419-59-3
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Tetrahydro-2H-pyran-4-yl methanesulfonate is a sulfonate ester derivative of tetrahydropyran (THP), a six-membered oxygen-containing saturated ring. Its structure consists of a tetrahydropyran ring with a methanesulfonate (mesylate) group (-SO?CH?) attached to the 4-position of the ring. Key points:
Structure:
THP ring: A cyclic ether (C?H??O) with oxygen at position 1. Mesylate group: A strong leaving group (CH?SO??) at position 4.Role in Organic Chemistry:
Acts as a reagent or intermediate in organic synthesis. The mesylate group facilitates nucleophilic substitution reactions (e.g., SN2), enabling the introduction of the THP moiety into other molecules.Applications:
Used to synthesize THP-protected compounds, often in alcohol protection/deprotection strategies. Common in pharmaceuticals, agrochemicals, or materials science for controlled functionalization.Safety:
Methanesulfonate derivatives are typically corrosive; handle with protective equipment.This compound is valued for its reactivity in constructing complex molecules via substitution or activation of the THP scaffold.
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