Patent · US Active

Preparation of hop acids and their derivatives

US8871978B2 · kind B2 · utility

2Cited by
8References
12Claims
0Family size

Assignee

Inventors

Key dates

Filing dateMay 20, 2011
Grant dateOct 28, 2014
Priority date
Expiry dateNov 13, 2032

Classification

  • Technology area (CPC C)Chemistry; Metallurgy
  • CPC primaryC12C5/026
  • WIPO fieldPharmaceuticals
  • WIPO sectorChemistry

Abstract

A method for preparing a hop acid mixture having an enantiomeric excess of a (+)-tetrahydro-α-acid is disclosed. In the method, a racemate of a tetrahydro-α-acid is contacted with an amine to form a precipitate having an enantiomeric excess of the (+)-tetrahydro-α-acid. A method for preparing a hop acid is also disclosed. In the method, a racemate of a tetrahydro-α-acid is contacted with an amine to form a precipitate comprising a (+)-tetrahydro-α-acid, and the (+)-tetrahydro-α-acid is isomerized to a hop acid selected from the group consisting of (+)-trans-tetrahydro-iso-α-acids, (−)-cis-tetrahydro-iso-α-acids, and mixtures thereof, and reduced to (+)-trans-hexahydroiso-α-acids and (−)-cis-hexahydroiso-α-acids. An additive for flavoring a malt beverage is also disclosed. The additive includes a bittering agent selected from the group consisting of (+)-trans-tetrahydro-iso-α-acids, (−)-cis-tetrahydro-iso-α-acids, (+)-trans-hexahydroiso-α-acids, (−)-cis-hexahydroiso-α-acids, and mixtures thereof.

Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.