N-[N-[3-(2, 4-dihydroxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester | 331954-03-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[N-[3-(2, 4-dihydroxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester
• 英文别名: N-[N-[3-(2,4-dihydroxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester；(3S)-3-[3-(2,4-dihydroxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• CAS: 331954-03-1
• 化学式: C₂₃H₂₈N₂O₇
• 分子量: 444.485
• InChiKey: YIIRKFQTWCHVRJ-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  32
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  145
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3-(2,4-dihydroxyphenyl) propionaldehyde 、 阿斯巴甜 在 palladium-carbon 作用下， 以 甲醇 、 水 为溶剂， 生成 N-[N-[3-(2, 4-dihydroxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester
  参考文献：
  名称：

  Process for production of aspartyl dipeptide ester derivative, novel production intermediate therefor, and process for production thereof

  摘要：

  本发明涉及一种制造天冬氨酰二肽酯化合物的方法，该方法可用作甜味剂，并且还涉及可以在制造过程中使用的醛。

  公开号：

  US20020133037A1

文献信息

• Sweetener compositions and uses thereof
  申请人：AJINOMOTO CO. INC

  公开号：US20040105928A1

  公开（公告）日：2004-06-03

  The present invention provides compositions containing one or more aspartyl dipeptide derivatives represented by formulas (1) and/or (2) mixed with another high intensity sweetner, such Aspartame, sugar, sugar alcohol, and oligosaccharide; food, beverages, and/or medicinal products containing these compositions, methods of using the compositions to impart sweetness in food, beverages, and/or medicinal products to impart sweetness or suppress a bitter taste; and methods of making the compositions and products.

  本发明提供了一种含有一个或多个由式(1)和/或式(2)表示的天冬氨酰二肽衍生物与另一种高强度甜味剂混合的组合物；含有这些组合物的食品、饮料和/或药品；使用这些组合物在食品、饮料和/或药品中赋予甜味或抑制苦味的方法；以及制备这些组合物和产品的方法。其中，另一种高强度甜味剂可以是阿斯巴甜、糖、糖醇和寡糖。
• Process for producing aspartame derivatives, process for purifying aspartame derivatives, production intermediates, and process for producing production intermediates
  申请人：AJINOMOTO CO., INC.

  公开号：US20020127320A1

  公开（公告）日：2002-09-12

  N-[N-[3-(2-hydroxy-substituted phenyl)propyl]-L-&agr;-aspartyl]-L-phenylalanine 1-methyl ester derivatives, which are useful as sweeteners, may be conveniently produced by subjecting a 2-hydroxychroman derivative having various substituents on the benzene ring and aspartame to a reductive alkylation reaction. These compounds may be purified by subjecting such a derivative containing one or more impurities to a crystallization step to crystallize the same. Further, there are provided a process for producing dialkoxychroman derivatives useful as intermediates for the production of such aspartame derivatives in the above process, and novel dialkoxychroman derivatives thus produced, which are excellent as the production intermediate.

  这段文字的含义是： N-[N-3-(2-羟基取代苯基)丙基]-L-α-天冬氨酸-L-苯丙氨酸1-甲基酯衍生物可用作甜味剂，可通过将具有苯环上不同取代基的2-羟基色酮衍生物和阿斯巴甜进行还原烷基化反应来方便地制备。这些化合物可以通过将含有一种或多种杂质的衍生物经过结晶步骤结晶来纯化。此外，还提供了一种用于生产上述过程中的阿斯巴甜衍生物的中间体的二烷氧基色酮衍生物的生产过程，以及由此产生的新型二烷氧基色酮衍生物，其作为生产中间体非常优秀。
• PROCESSES FOR PRODUCING AND PURIFYING ASPARTAME DERIVATIVES AND PROCESS FOR PRODUCING PRODUCTION INTERMEDIATES
  申请人：Ajinomoto Co., Inc.

  公开号：EP1227104A1

  公开（公告）日：2002-07-31

  There are provided a process for producing an N-[N-[3-(2-hydroxy-substituted phenyl)propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester derivative, which is useful as a sweetener, by subjecting a 2-hydroxychroman derivative having various substituents in a benzene ring and an aspartame to a reductive alkylation reaction, and a process for purifying the same by subjecting such derivative containing impurity(ies) to a crystallization step to crystallize the same. Further, there are provided a process for producing a dialkoxychroman derivative useful as a production intermediate for the above aspartame derivative in the above process, and novel dialkoxychroman derivatives thus produced, and excellent as the production intermediate.

  提供了一种生产 N-[N-[3-(2-羟基取代苯基)丙基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯衍生物的工艺，该衍生物可用作甜味剂、将苯环上具有各种取代基的 2-羟基苯并二氢吡喃衍生物和阿斯巴甜进行还原烷基化反应，以及将含有杂质的该衍生物进行结晶步骤使其结晶，从而提纯该衍生物的工艺。 此外，还提供了一种生产二烷氧基苯并二氢吡喃衍生物的工艺，在上述工艺中，该衍生物可作为上述天冬酰胺衍生物的生产中间体，还提供了由此生产的新型二烷氧基苯并二氢吡喃衍生物，以及作为生产中间体的优良衍生物。
• SWEETENER COMPOSITIONS WITH HIGH DEGREE OF SWEETNESS HAVING IMPROVED SWEETNESS, CORRIGENTS AND UTILIZATION THEREOF
  申请人：Ajinomoto Co., Inc.

  公开号：EP1221448A1

  公开（公告）日：2002-07-10

  A sweetener composition with a high intense sweetness having a sweetness quality which is closer to that of sucrose, obtained by blending aspartyl dipeptide ester derivatives which are sweetener components with a high intense sweetness such as N-[N-[3-(3-hydroxy-4-methoxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester, with anther sweetener components with a high intense sweetness such as Aspartame, or at least one of the compounds contained in the group consisting of sugar, sugar alcohol and oligosaccharides so as to strengthen the onset of the taste of said derivatives and weaken the lingering taste, thereby improving the balance of the onset of the taste and the lingering taste, is provided. Further, said aspartyl dipeptide ester derivatives can be used as taste modifiers. By using these taste modifiers, an effect of highly eliminating or repressing a bitter taste can be achieved and maintained, without undesirable effect for the physical properties of compositions such as food and drink and medicines, in particular, viscosity and so on of liquid compositions, or degradation of qualities such as browning during storage. Thus, food and drink and medicines and so on of a preferable taste quality with the improved bitter taste can be provided.

  一种具有高强度甜味的甜味剂组合物，其甜味质量更接近蔗糖的甜味质量，该甜味剂组合物是通过将天冬氨酰二肽酯衍生物与 N-[N-[3-(3-羟基-4-甲氧基苯基)丙基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯等具有高强度甜味的甜味剂成分混合而获得的、本发明还提供了具有高甜度的甜味剂成分，如阿斯巴甜，或至少一种由糖、糖醇和低聚糖组成的组中所含的化合物，以增强所述衍生物的起始味道并减弱余味，从而改善起始味道和余味的平衡。 此外，所述天冬氨酰二肽酯衍生物可用作味道调节剂。通过使用这些味道调节剂，可以达到并保持高度消除或抑制苦味的效果，同时不会对食品、饮料和药品等组合物的物理性质，特别是液体组合物的粘度等产生不良影响，也不会在贮存期间出现褐变等品质退化现象。因此，可以提供具有改善的苦味的优质食品、饮料和药品等。
• SOLID SWEETENER COMPOSITIONS, LIQUID SWEETENER COMPOSITIONS AND UTILIZATION THEREOF
  申请人：Ajinomoto Co., Inc.

  公开号：EP1223175A1

  公开（公告）日：2002-07-17

  Solid compositions of sweetener with a high intense sweetness (including those in the form of solid food) having a sweetness quality with homogeneous dispersion in the whole, which comprise an aspartyl dipeptide ester derivatives such as N-[N-[3-(3-hydroxy-4-methoxyphenyl) propyl] -L-α-aspartyl]-L-phenylalanine 1-methyl ester which is a sweetener with a high intense sweetness (one kind or more; which may be in the salt form), and a filler (including a bulking agent, a carrier and so on), particularly at least one of the compounds contained in the group consisting of sugar , sugar alcohol, oligosaccharide and polysaccharide, and are produced by a process involving the step of mixing at least said derivative(s) in the form of solution during manufacture, are provided. Solutions or suspensions with a high intense sweetness, stably over a long period of time, which are obtained by mixing at least one kind of said aspartyl dipeptide ester derivative having a high intense sweetness in an edible medium, preferably together with at least one of the compounds contained in the group consisting of sugar, sugar alcohol and oligosaccharide as a stabilizer, and homogeneously dissolving or suspending, are provided. These solutions and so on are useful as sweeteners, and for imparting sweetness to food and drink which are added sweetness or the product in need of sweetness. Liquid compositions of sweetener with a high intense sweetness, which are stable over a long period of time, excellent in solubility and workability without undergoing scattering, can be obtained.

  高甜度甜味剂的固体组合物（包括固体食品形式的组合物），其甜度质量在整体上均匀分散，其中包括天冬氨酰二肽酯衍生物，如 N-[N-[3-(3-羟基-4-甲氧基苯基)丙基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯，它是一种高甜度甜味剂（一种或多种；本发明提供了一种具有高甜度的甜味剂（一种或多种；可以是盐形式）和一种填料（包括膨松剂、载体等），特别是由糖、糖醇、低聚糖和多糖组成的组中所含的至少一种化合物，其生产工艺包括在制造过程中以溶液形式混合至少上述衍生物的步骤。 本发明还提供了具有高甜度、长期稳定的溶液或悬浮液，这些溶液或悬浮液是通过将至少一种具有高甜度的上述天冬氨酰二肽酯衍生物与糖类、糖醇和寡糖组成的化合物组中的至少一种作为稳定剂混合在可食用介质中，并均匀溶解或悬浮而得到的。这些溶液等可用作甜味剂，也可用于向添加甜味剂的食品和饮料或需要甜味剂的产品中添加甜味剂。可以获得具有高强度甜味的甜味剂液体组合物，这种组合物在长时间内保持稳定，溶解性和加工性极佳，不会发生分散。