高倍甜味剂标准品 | 245650-17-3

• 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
• 中文名称: 高倍甜味剂标准品
• 中文别名: 高倍甜味剂
• 英文名称: (3S)-3-[3-(3-hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
• 英文别名: advantame；N-[N-[3-(3-hydroxy-4-methoxyphenyl) propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester；N-[N-[3-(3-hydroxy-4-methoxyphenyl)propyl]-L--aspartyl]-L-phenylalanine 1-methyl ester；Advantame anhydrous
• CAS: 245650-17-3
• 化学式: C₂₄H₃₀N₂O₇
• 分子量: 458.511
• InChiKey: YTKBWWKAVMSYHE-OALUTQOASA-N

物化性质

• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  8

制备方法与用途

advantame是一种n-取代的阿斯巴甜衍生物，作为一种无热量的人工甜味剂。

反应信息

• 作为反应物：
  描述：

  高倍甜味剂标准品 以 甲醇 、 醋酸异丙酯 为溶剂， 生成 N-[N-[3-(3-hydroxy-4-methoxyphenyl)-propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester
  参考文献：
  名称：

  Crystals of aspartame derivative

  摘要：

  N-[N-[3-(3-羟基-4-甲氧基苯基)丙基]-L-α-天冬氨酸]-L-苯丙氨酸1-甲酯是一种具有高甜度的甜味剂，以结晶形式提供，具有高稳定性和良好纯度，适合作为商业产品。

  公开号：

  US20030009050A1
• 作为产物：
  描述：

  N-[N-[3-(3-hydroxy-4-methoxyphenyl)-propyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester 以 甲醇 、 水 、 乙酸乙酯 为溶剂， 以93%的产率得到高倍甜味剂标准品
  参考文献：
  名称：

  Crystals of aspartame derivative

  摘要：

  N-[N-[3-(3-羟基-4-甲氧基苯基)丙基]-L-α-天冬氨酸]-L-苯丙氨酸1-甲酯是一种具有高甜度的甜味剂，以结晶形式提供，具有高稳定性和良好纯度，适合作为商业产品。

  公开号：

  US20030009050A1

文献信息

• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• PROCESS FOR THE PREPARATION OF ADVANTAME
  申请人：Divi's Laboratories Limited

  公开号：US20160304439A1

  公开（公告）日：2016-10-20

  A novelprocess for the preparation of N—[N-[3-(3-hydroxy-4-methoxyphenyl)-propyl]-L-α-aspartyl]-L-phenylalanine-1-methyl ester is described. It comprises, reacting isovanillin or its derivative with vinyl acetate followed by reductive condensation with L-[α-aspartyl]-L-phenylalanine-1-methyl ester.

  描述了一种制备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-甲酯的新型工艺。该工艺包括，将异香草醛或其衍生物与乙酸乙烯酯反应，然后与L-[α-天冬氨酰]-L-苯丙氨酸-1-甲酯进行还原缩合。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。
• Process for producing cinnamaldehyde derivatives, use thereof and the like
  申请人：AJINOMOTO CO., INC.

  公开号：US20030163004A1

  公开（公告）日：2003-08-28

  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-&agr;-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.

  一种方便高效地生产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，包括在碱的存在下，通过将苯甲醛衍生物（如异香草醛等）与乙醛反应，特别是最好是在低温下逐渐滴加乙醛至其中的水溶液中进行反应。因此获得的肉桂醛衍生物被选择性还原以产生3-(3-羟基-4-取代(甲氧基基团等)苯基)丙醛。此外，通过将所述化合物与阿斯巴甜进行还原烷基化反应，可以工业上高效地生产1-甲基酯，它是一种具有高甜味强度的甜味剂。同时也提供了相应的工艺流程。
• Process for production of aspartyl dipeptide ester derivative, novel production intermediate therefor, and process for production thereof
  申请人：AJINOMOTO CO. INC

  公开号：US20020133037A1

  公开（公告）日：2002-09-19

  The present invention relates to a method of manufacturing aspartyl dipeptide ester compounds, which can be used as sweeteners, and aldehydes that can be used in the manufacturing processes.

  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。