3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde | 334703-00-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde
• 英文别名: 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutylaldehyde；3-(3-Hydroxy-4-methoxyphenyl)-3-methylbutanal
• CAS: 334703-00-3
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: RYPPNWYWVQGMJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyric acid 在 palladium diacetate 氮气 作用下， 以 丙酮 为溶剂， 生成 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde
  参考文献：
  名称：

  Novel intermediate for sweetener with high sweetness and process forproducing the same

  摘要：

  本发明涉及一种3-取代苯基-3-甲基丁酸和3-取代苯基-3-甲基醛衍生物，这些衍生物在生产N-[N-[3-(3-羟基-4-甲氧基苯基)-3-甲基丁基]-L-α-天冬氨酸]-L-苯丙氨酸1-甲酯方面有用，该物质是一种具有高甜味强度的甜味剂。

  公开号：

  US20030216592A1

文献信息

• Novel N-alkylaspartyl amide derivative and sweetening agent
  申请人：AJINOMOTO CO. INC

  公开号：US20040071851A1

  公开（公告）日：2004-04-15

  The present invention relates to a novel N-alkylaspartyl amide derivative, a salt form thereof, a sweetening agent containing the same and a sweetened food or drink containing the N-alkylaspartyl amide derivative as an effective ingredient.

  本发明涉及一种新型的N-烷基天冬氨酰胺衍生物及其盐形式，包含该衍生物的甜味剂和含有N-烷基天冬氨酰胺衍生物作为有效成分的甜味食品或饮料。
• Process for production of aspartame derivative, crystal thereof, novel production intermediate therefor, and process for production of intermediate thereof
  申请人：Ajinomoto Co., Inc.

  公开号：US20040230073A1

  公开（公告）日：2004-11-18

  The present invention relates to a method of manufacturing aspartyl dipeptide ester compounds, which can be used as sweeteners.

  本发明涉及一种制造天冬氨酸二肽酯化合物的方法，该化合物可用作甜味剂。
• Novel intermediate for sweetener with high sweetness and process for producing the same
  申请人：Ajinomoto Co., Inc.

  公开号：US20040133027A1

  公开（公告）日：2004-07-08

  The present invention relates to a 3-substituted-phenyl-3-merthylbutyric acid and 3-substituted-phenyl-3-merthylaldehyde derivatives, which are useful in the production of N-[N-[3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl]-L-&agr;-aspartyl]-L-phenylalanine 1-methyl ester, which is a sweetener with high sweetening potency.

  本发明涉及3-取代苯基-3-甲基丁酸和3-取代苯基-3-甲基醛衍生物，其在生产N-[N-[3-(3-羟基-4-甲氧基苯基)-3-甲基丁基]-L-α-天冬氨酸]-L-苯丙氨酸1-甲酯（一种具有高甜度的甜味剂）方面有用。
• PROCESS FOR PRODUCING ASPARTAME DERIVATIVE, CRYSTALS THEREOF, NOVEL PRODUCTION INTERMEDIATES THEREFOR AND PROCESS FOR PRODUCING THE INTERMEDIATE
  申请人：Ajinomoto Co., Inc.

  公开号：EP1219633A1

  公开（公告）日：2002-07-03

  3-(3-Hydroxy-4-methoxyphenyl)-3-methylbutylaldehyde is produced by subjecting 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyric acid to a reaction for converting a carboxyl group into a formyl group, whereby the carboxyl group in the butyric acid derivative is converted to a formyl group. Such 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyric acid can be obtained by reacting 2-halogenoanisole with 3-methylcrotonic acid to produce 3-(3-halogeno-4-methoxyphenyl)-3-methylbutyric acid, and converting the halogen atom in the thus produced butyric acid derivative into a hydroxyl group. N-[N-[3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl]-L-α-aspartyl]-L-phenylalanine 1-methyl ester useful as a sweetener having a high degree of sweetness can be easily and efficiently derived on an industrial scale from the thus obtained aldehyde derivative in the reductive alkylation reaction with aspartame. Therefore, the aldehyde derivative is highly excellent as an intermediate for the production of the sweetener.

  3-(3-羟基-4-甲氧基苯基)-3-甲基丁醛是通过将 3-(3-羟基-4-甲氧基苯基)-3-甲基丁酸进行羧基转化为甲酰基的反应，从而将丁酸衍生物中的羧基转化为甲酰基而制得的。这种 3-(3-羟基-4-甲氧基苯基)-3-甲基丁酸可通过 2-卤代苯甲醚与 3-甲基巴豆酸反应生成 3-(3-卤代-4-甲氧基苯基)-3-甲基丁酸，并将由此生成的丁酸衍生物中的卤原子转化为羟基而获得。 N-[N-[3-(3-羟基-4-甲氧基苯基)-3-甲基丁基]-L-α-天冬氨酰]-L-苯丙氨酸 1-甲酯作为一种具有高甜度的甜味剂，可以通过与阿斯巴甜进行还原烷基化反应，从由此获得的醛衍生物中轻松高效地工业化生产。因此，醛衍生物作为生产甜味剂的中间体是非常出色的。
• NOVEL INTERMEDIATE FOR SWEETENER WITH HIGH SWEETNESS AND PROCESS FOR PRODUCING THE SAME
  申请人：Ajinomoto Co., Inc.

  公开号：EP1236713A1

  公开（公告）日：2002-09-04

  From a butyric acid derivative which can be easily and efficiently produced by reacting a hydroxyl-protective derivative of 2-methoxy phenol, wherein the hydroxyl group of 2-methoxy phenol is protected in the form of a sulfonic acid ester (sulfonate), with a 3-methylcrotonic acid in the presence of an acid, a 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyric acid can be obtained by converting the substituent group at the 3-position of the benzene ring in the butyric acid derivative to a hydroxyl group. From the compound, further by means of a reaction for converting a carboxyl group into a formyl group, a 3-(3-hydroxy-4-methoxyphenyl)-3-methylbutyl aldehyde can be easily produced, and the aldehyde derivative can be easily changed into a compound, which is excellent as a sweetener with a high potency of sweetness, by a reductive alkylation reaction with aspartame.

  丁酸衍生物可以通过 2-甲氧基苯酚的羟基保护衍生物（其中 2-甲氧基苯酚的羟基以磺酸酯（磺酸盐）的形式受到保护）与 3-甲基巴豆酸在有酸存在的情况下进行反应而方便有效地制备、在有酸存在的情况下，用 3-甲基巴豆酸将丁酸衍生物中苯环 3 位上的取代基转化为羟基，可得到 3-（3-羟基-4-甲氧基苯基）-3-甲基丁酸。再通过将羧基转化为甲酰基的反应，就可以很容易地从该化合物中生成 3-(3-羟基-4-甲氧基苯基)-3-甲基丁醛，然后通过与阿斯巴甜的还原烷基化反应，就可以很容易地将该醛衍生物转化为一种具有高甜度的甜味剂。