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    • 1. 发明授权
    • Preparation of hop acids and their derivatives
    • 啤酒花酸及其衍生物的制备
    • US09567280B2
    • 2017-02-14
    • US14510570
    • 2014-10-09
    • Patrick L. TingJason PrattDavid S. Ryder
    • Patrick L. TingJason PrattDavid S. Ryder
    • C07C49/713C12C5/02A61K31/122C07C45/85C12C3/12
    • C07C49/713A61K31/122C07C45/85C12C3/12C12C5/026C07C49/743
    • 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.
    • 公开了一种制备具有(+) - 四氢-α-酸的对映异构体过量的啤酒花酸混合物的方法。 在该方法中,四氢-α-酸的外消旋体与胺接触以形成具有对映体过量(+) - 四氢-α-酸的沉淀物。 还公开了一种制备啤酒花酸的方法。 在该方法中,将四氢-α-酸的外消旋体与胺接触以形成包含(+) - 四氢-α-酸的沉淀物,并且将(+) - 四氢-α-酸异构化为啤酒花 选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸及其混合物的酸,并且还原为(+) - 反六氢异构 - α-酸和( - ) - 顺 - 六氢异-α-酸。 还公开了一种用于调味麦芽饮料的添加剂。 添加剂包括选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸,(+) - 反六氢异-α-酸的苦味剂, 酸,( - ) - 顺 - 六氢异-α-酸及其混合物。
    • 3. 发明申请
    • Preparation of Hop Acids and their Derivatives
    • Hop酸及其衍生物的制备
    • US20110288335A1
    • 2011-11-24
    • US13112770
    • 2011-05-20
    • Patrick L. TingJason PrattDavid S. Ryder
    • Patrick L. TingJason PrattDavid S. Ryder
    • C07C45/85
    • C07C49/713A61K31/122C07C45/85C12C3/12C12C5/026C07C49/743
    • 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.
    • 公开了一种制备具有(+) - 四氢-α-酸的对映异构体过量的啤酒花酸混合物的方法。 在该方法中,四氢-α-酸的外消旋体与胺接触以形成具有对映体过量(+) - 四氢-α-酸的沉淀物。 还公开了一种制备啤酒花酸的方法。 在该方法中,将四氢-α-酸的外消旋体与胺接触以形成包含(+) - 四氢-α-酸的沉淀物,并且将(+) - 四氢-α-酸异构化为啤酒花 选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸及其混合物的酸,并且还原为(+) - 反六氢异构 - α-酸和( - ) - 顺 - 六氢异-α-酸。 还公开了一种用于调味麦芽饮料的添加剂。 添加剂包括选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸,(+) - 反六氢异-α-酸的苦味剂, 酸,( - ) - 顺 - 六氢异-α-酸及其混合物。
    • 4. 发明授权
    • Preparation of hop acids and their derivatives
    • 啤酒花酸及其衍生物的制备
    • US08871978B2
    • 2014-10-28
    • US13112770
    • 2011-05-20
    • Patrick L. TingJason PrattDavid S. Ryder
    • Patrick L. TingJason PrattDavid S. Ryder
    • C07C45/85C12C3/12A61K31/122
    • C07C49/713A61K31/122C07C45/85C12C3/12C12C5/026C07C49/743
    • 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.
    • 公开了一种制备具有(+) - 四氢-α-酸的对映异构体过量的啤酒花酸混合物的方法。 在该方法中,四氢-α-酸的外消旋体与胺接触以形成具有对映体过量(+) - 四氢-α-酸的沉淀物。 还公开了一种制备啤酒花酸的方法。 在该方法中,将四氢-α-酸的外消旋体与胺接触以形成包含(+) - 四氢-α-酸的沉淀物,并且将(+) - 四氢-α-酸异构化为啤酒花 选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸及其混合物的酸,并且还原为(+) - 反六氢异构 - α-酸和( - ) - 顺 - 六氢异-α-酸。 还公开了一种用于调味麦芽饮料的添加剂。 添加剂包括选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸,(+) - 反六氢异-α-酸的苦味剂, 酸,( - ) - 顺 - 六氢异-α-酸及其混合物。
    • 5. 发明申请
    • Preparation of Hop Acids and Their Derivatives
    • Hop酸及其衍生物的制备
    • US20150094496A1
    • 2015-04-02
    • US14510570
    • 2014-10-09
    • Patrick L. TingJason PrattDavid S. Ryder
    • Patrick L. TingJason PrattDavid S. Ryder
    • C07C49/713C12C5/02
    • C07C49/713A61K31/122C07C45/85C12C3/12C12C5/026C07C49/743
    • 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.
    • 公开了一种制备具有(+) - 四氢-α-酸的对映异构体过量的啤酒花酸混合物的方法。 在该方法中,四氢-α-酸的外消旋体与胺接触以形成具有对映体过量(+) - 四氢-α-酸的沉淀物。 还公开了一种制备啤酒花酸的方法。 在该方法中,将四氢-α-酸的外消旋体与胺接触以形成包含(+) - 四氢-α-酸的沉淀物,并且将(+) - 四氢-α-酸异构化为啤酒花 选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸及其混合物的酸,并且还原为(+) - 反六氢异构 - α-酸和( - ) - 顺 - 六氢异-α-酸。 还公开了一种用于调味麦芽饮料的添加剂。 添加剂包括选自(+) - 反 - 四氢 - 异α-酸,( - ) - 顺 - 四氢 - 异α-酸,(+) - 反六氢异-α-酸的苦味剂, 酸,( - ) - 顺 - 六氢异-α-酸及其混合物。