Dimethyl Sulfate → (R)-3-methoxydihydro-2H-pyran-4(3H)-one

HRID 901207Notes

Reaction equation

HRID 901207 reaction equation
C[O:2][C:3]1(OC)[CH2:8][CH2:7][O:6][CH2:5][CH:4]1[OH:9].[CH3:12]C([O-])(C)C.[Na+].COS(OC)(=O)=O>C1COCC1>[CH3:12][O:9][C@H:4]1[C:3](=[O:2])[CH2:8][CH2:7][O:6][CH2:5]1

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 121909884,4-Dimethoxytetrahydro-2H-pyran-3-olHCID 23676156Sodium t-butoxide

Product 1

HCID 11320949(R)-3-methoxydihydro-2H-pyran-4(3H)-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

reacting said 4,4-dimethoxytetrahydro-2H-pyran-3-ol in the presence of THF, NaOt-Bu, Me2SO4, and an acid to form (3R)-3-methoxytetrahydro-4H-pyran-4-one.

Sources & evidence

ORD record
ord-89ddbea54ea246c88355ab6411e769e6
Source dataset
uspto-grants-2008_04
Patent number
US07361765B2

Reaction notes

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