Tetrahydropyran

2-Tetrahydropyranyl (THP-) ethers derived from the reaction of alcohols and 3,4-dihydropyran are commonly used as protecting groups in organic synthesis.

[2] Furthermore, a tetrahydropyran ring system, i.e., five carbon atoms and an oxygen, is the core of pyranose sugars, such as glucose.

In gas phase, the THP exists in its lowest energy Cs symmetry chair conformation.

[3] One classic procedure for the organic synthesis of tetrahydropyran is by hydrogenation of the 3,4-isomer of dihydropyran with Raney nickel.

Oxanes are the class of hexic cyclic ether rings with tetrahydropyran as the root chemical.

Tetrahydropyran
Tetrahydropyran
THP
THP
NFPA 704 four-colored diamond Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g. propane Instability 1: Normally stable, but can become unstable at elevated temperatures and pressures. E.g. calcium Special hazards (white): no code
Protection of alcohol as THP ether followed by deprotection. Both steps require acid catalysts.
THP protection used in the total synthesis of solandelactone E [ 7 ]