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    • 6. 发明授权
    • Process for producing cinnamaldehyde derivatives, use thereof and the like
    • 制备肉桂醛衍生物的方法及其用途等
    • US07141263B2
    • 2006-11-28
    • US11154658
    • 2005-06-17
    • Kenichi MoriShinji FujitaNao FunakoshiTadashi Takemoto
    • Kenichi MoriShinji FujitaNao FunakoshiTadashi Takemoto
    • A23L1/236C07C229/00
    • C07C45/62C07C45/73C07C45/74C07C47/277C07K5/06113C07C47/27
    • A process for conveniently and efficiently producing a highly pure cinnamaldehyde derivative, for example, (2E)-(3-hydroxy-4-methoxy)cinnamaldehyde, which comprises reacting a benzaldehyde derivative, such as isovanillin and the like, with acetaldehyde in the presence of an alkali, in particular preferably, dropping acetaldehyde little by little thereto in an aqueous solution at a low temperature for the reaction thereof. The cinnamaldehyde derivative thus obtained is selectively reduced to produce 3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl)propionaldehyde. Further, through a reductive alkylation reaction of the compound thus produced with an aspartame, N-[N-[3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl)propyl]-L-aspartyl]-L-phenylalanine 1-methyl ester, which is useful as a sweetener having a high sweetening potency, can be industrially and efficiently produced. The processes therefor are also provided.
    • 方便有效地制备高纯度肉桂醛衍生物的方法,例如(2E) - (3-羟基-4-甲氧基)肉桂醛,其包括使苯甲醛衍生物如异喹啉腈等与乙醛在存在下反应 的碱,特别优选在低温下在水溶液中逐滴滴加乙醛进行反应。 由此得到的肉桂醛衍生物被选择性地还原以产生3-(3-羟基-4-取代的(与甲氧基等)苯基)丙醛。 此外,通过如此制备的化合物与天冬甜素的还原烷基化反应,N- [N- [3-(3-羟基-4-取代的(与甲氧基等)苯基)丙基] -L-天冬氨酰基] - 作为具有高甜味效力的甜味剂可用的L-苯丙氨酸1-甲酯可以在工业上有效地生产。 还提供了其工艺。
    • 10. 发明授权
    • Process for producing cinnamaldehyde derivatives, use thereof and the like
    • 制备肉桂醛衍生物的方法及其用途等
    • US06965055B2
    • 2005-11-15
    • US10295997
    • 2002-11-18
    • Kenichi MoriShinji FujitaNao FunakoshiTadashi Takemoto
    • Kenichi MoriShinji FujitaNao FunakoshiTadashi Takemoto
    • A23L27/30C07C45/62C07C45/73C07C45/74C07C47/277C07K5/072C07K5/075C07C45/72
    • C07C45/62C07C45/73C07C45/74C07C47/277C07K5/06113C07C47/27
    • A process for conveniently and efficiently producing a highly pure cinnamaldehyde derivative, for example, (2E)-(3-hydroxy-4-methoxy)cinnamaldehyde, which comprises reacting a benzaldehyde derivative, such as isovanillin and the like, with acetaldehyde in the presence of an alkali, in particular preferably, dropping acetaldehyde little by little thereto in an aqueous solution at a low temperature for the reaction thereof. The cinnamaldehyde derivative thus obtained is selectively reduced to produce 3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl) propionaldehyde. Further, through a reductive alkylation reaction of the compound thus produced with an aspartame, N-[N-[3-(3-hydroxy-4-substituted (with methoxy group or the like)phenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester, which is useful as a sweetener having a high sweetening potency, can be industrially and efficiently produced. The processes therefor are also provided.
    • 方便有效地制备高纯度肉桂醛衍生物的方法,例如(2E) - (3-羟基-4-甲氧基)肉桂醛,其包括使苯甲醛衍生物如异喹啉腈等与乙醛在存在下反应 的碱,特别优选在低温下在水溶液中逐滴滴加乙醛进行反应。 由此得到的肉桂醛衍生物被选择性地还原以产生3-(3-羟基-4-取代的(与甲氧基等)苯基)丙醛。 此外,通过如此制备的化合物与天冬甜素的还原性烷基化反应,N- [N- [3-(3-羟基-4-取代的(与甲氧基等)苯基)丙基] -L-α-天冬氨酰基 ] -L-苯丙氨酸1-甲酯,其可用作具有高甜味效力的甜味剂,可以在工业上有效地制备。 还提供了其工艺。