Back to results
US 6,444,827 B1Granted
Production method of isoxazolidinedione compound
AssigneeJapan Tobacco Inc.
InventorsKoji Ando, Masanobu Suzuki
Life of this patent
Estimating the term…
Abstract
The present invention relates to a novel method for producing an intermediate compound [6] wherein R is as defined above, at high yield.
Claims1
A method for producing an oxazolylethanol derivative of the formula
- wherein R is an optionally substituted aromatic hydrocarbon group, an optionally substituted alicyclic hydrocarbon group, an optionally substituted heterocyclic group or an optionally substituted condensed heterocyclic group, or a salt thereof, comprising the steps of
- (a) reacting a compound [1]
- or a salt thereof in an aqueous solvent with a compound of the formula [2]
- wherein R is as defined above, in the presence of an inorganic base to give an aspartate derivative of the formula [3]
- wherein R is as defined above;
- (b) reacting this compound with acetic anhydride using dimethylaminopyridine as a catalyst in the presence of a base, followed by heating for decarboxylation to give a compound of the formula [4]
- wherein R is as defined above;
- (c) adding p-toluenesulfonic acid without isolating this compound to give an oxazolylacetate derivative of the formula [5]
- wherein R is as defined above;
- (d) reducing this compound in tetrahydrofuran in the presence of NaBH4 as a reducing agent and methanol as an activating agent.
7 more elements
Dependencies are inferred from the claim text.