Process for producing cinnamaldehyde derivatives, use thereof and the like
    41.
    发明授权
    Process for producing cinnamaldehyde derivatives, use thereof and the like 有权
    制备肉桂醛衍生物的方法及其用途等

    公开(公告)号:US06965055B2

    公开(公告)日:2005-11-15

    申请号:US10295997

    申请日:2002-11-18

    摘要: 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.

    摘要翻译: 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。

    Aspartyl dipeptide ester derivatives and sweeteners
    45.
    发明授权
    Aspartyl dipeptide ester derivatives and sweeteners 有权
    天冬氨酰二肽酯衍生物和甜味剂

    公开(公告)号:US06548096B1

    公开(公告)日:2003-04-15

    申请号:US09684940

    申请日:2000-10-10

    IPC分类号: A23L1236

    CPC分类号: C07K5/06113 A23L27/32

    摘要: Low-calory sweeteners comprising novel aspartyl dipeptide ester derivatives and their salts have a sweetening potency of up to 35000 times that of sugar and include compounds such as N-[N-[3-(3-methyl-4-hydroxyphenyl)propyl]-L-&agr;-aspartyl]-L-phenylalanine 1-methyl ester and N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L-&agr;-aspartyl]-L-phenylalanine 1-methyl ester.

    摘要翻译: 包含新型天冬氨酰二肽酯衍生物及其盐的低热量甜味剂具有高达糖的35000倍的甜味效力,并且包括化合物如N- [N- [3-(3-甲基-4-羟基苯基)丙基] - L-α-天冬氨酰基] -L-苯丙氨酸1-甲酯和N- [N- [3-(3-羟基-4-甲氧基苯基)丙基] -L-α-天冬氨酰基] -L-苯丙氨酸1-甲酯。

    Process for purification of aspartame derivative
    46.
    发明授权
    Process for purification of aspartame derivative 失效
    阿斯巴甜衍生物纯化方法

    公开(公告)号:US06335461B1

    公开(公告)日:2002-01-01

    申请号:US09515097

    申请日:2000-02-29

    IPC分类号: C07C22900

    CPC分类号: C07K5/06113 A23L27/32

    摘要: In the separation and purification of N-[N-(3,3-dimethylbutyl)-L-&agr;-aspartyl]-L-phenylalanine methyl ester produced in the reductive alkylation of aspartame (APM) with 3,3-dimethylbutylaldehyde, the APM used in the starting material for the alkylation, which is difficult to be separated by recrystallization only from the crude crystals of the reaction product, can be separated and removed by extraction or solution thereof with the specified organic solvent from the concentrated reaction solution of the reductive alkylation or from the crude crystals of the product therefrom, and further N,N-di(3,3-dimethylbutyl)-APM as the by-product can be separated and removed by means for separation and purification, such as crystallization, chromatography, extraction, treatment with the activated charcoal, etc. As a result, N-[N-(3,3-dimethylbutyl)-L-&agr;-aspartyl]-L-phenylalanine methyl ester which is a sweetener having a high degree of sweetness can be purified efficiently, and also the APM derivative in a high purity is possibly produced industrially.

    摘要翻译: 在用3,3-二甲基丁醛在阿斯巴甜(APM)的还原烷基化中产生的N- [N-(3,3-二甲基丁基)-L-α-天冬氨酰基] -L-苯丙氨酸甲酯的分离和纯化中,APM 用于烷基化的原料中,仅通过反应产物的粗结晶难以通过重结晶分离,可以通过从浓缩的还原反应溶液中的特定有机溶剂提取或溶液来分离和除去 烷基化或从其产物的粗结晶中分离出来,作为副产物的另外的N,N-二(3,3-二甲基丁基)-APM可以通过分离和纯化如结晶,色谱法, 提取,活性炭处理等。结果,作为甜度高的甜味剂的N- [N-(3,3-二甲基丁基)-L-α-天冬氨酰基] -L-苯丙氨酸甲酯可以 有效净化,还有APM d 高纯度的腐烂可能在工业上生产。

    Aspartylamide derivatives and sweeteners
    47.
    发明授权
    Aspartylamide derivatives and sweeteners 失效
    天冬氨酰胺衍生物和甜味剂

    公开(公告)号:US6010733A

    公开(公告)日:2000-01-04

    申请号:US782949

    申请日:1997-01-13

    CPC分类号: C07C237/08 C07C2101/14

    摘要: Novel aspartylamide derivatives such as N-(.alpha.-L-aspartyl-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexylamide, N-.alpha.-7(N'-3,3-dimethylbutylaspartyl)-(1R,2S,4S)-1-methyl-2-hydroxy-4-phenylhexylamide) and the like, and a sweetener containing the above-mentioned derivatives or salts thereof as an active ingredient, is low-calory and which exhibits a high level of stability, an excellent safety and an excellent sweetness.

    摘要翻译: 新型天冬氨酰胺衍生物如N-(α-L-天冬氨酰 - (1R,2S,4S)-1-甲基-2-羟基-4-苯基己酰胺,N-7(N'-3,3-二甲基丁基天竺葵酰) (1R,2S,4S)-1-甲基-2-羟基-4-苯基己基酰胺)等,并且含有上述衍生物或其盐作为活性成分的甜味剂是低热量的并且显示出高的 水平稳定,安全性好,甜蜜度高。