N-(2,2-diethoxyethyl)-α-(3,4-methylenedioxyphenyl)glycine | 1370371-84-8

• 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-(2,2-diethoxyethyl)-α-(3,4-methylenedioxyphenyl)glycine
• 英文别名: 2-(1,3-Benzodioxol-5-yl)-2-(2,2-diethoxyethylamino)acetic acid；2-(1,3-benzodioxol-5-yl)-2-(2,2-diethoxyethylamino)acetic acid
• CAS: 1370371-84-8
• 化学式: C₁₅H₂₁NO₆
• 分子量: 311.335
• InChiKey: MXOWUOACQBPWML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  86.2
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-(2,2-diethoxyethyl)-α-(3,4-methylenedioxyphenyl)glycine 在 盐酸 作用下， 以 水 为溶剂， 生成 C₁₁H₉NO₄
  参考文献：
  名称：

  A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz–Fritsch–Bobbitt cyclization sequence

  摘要：

  A sequence of two reactions: the Petasis reaction, in which an aminoacetaldehyde acetal was used as the amine component, followed by Pomeranz-Fritsch-Bobbitt cyclization, has been shown to be a convenient and simple method for the synthesis of tetrahydroisoquinoline-1-carboxylic acids. Using this method several acids have been prepared in good to excellent yields and characterized as hydrochloride salts. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.005
• 作为产物：
  描述：

  氨基乙醛缩二乙醇 、 3.4-(亚甲基二氧基)苯硼酸 、 乙醛酸 以 二氯甲烷 为溶剂， 以57%的产率得到N-(2,2-diethoxyethyl)-α-(3,4-methylenedioxyphenyl)glycine
  参考文献：
  名称：

  A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz–Fritsch–Bobbitt cyclization sequence

  摘要：

  A sequence of two reactions: the Petasis reaction, in which an aminoacetaldehyde acetal was used as the amine component, followed by Pomeranz-Fritsch-Bobbitt cyclization, has been shown to be a convenient and simple method for the synthesis of tetrahydroisoquinoline-1-carboxylic acids. Using this method several acids have been prepared in good to excellent yields and characterized as hydrochloride salts. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.02.005

文献信息

• A concise synthesis of tetrahydroisoquinoline-1-carboxylic acids using a Petasis reaction and Pomeranz–Fritsch–Bobbitt cyclization sequence
  作者：Maria Chrzanowska、Agnieszka Grajewska、Zofia Meissner、Maria Rozwadowska、Iwona Wiatrowska

  DOI：10.1016/j.tet.2012.02.005

  日期：2012.4

  A sequence of two reactions: the Petasis reaction, in which an aminoacetaldehyde acetal was used as the amine component, followed by Pomeranz-Fritsch-Bobbitt cyclization, has been shown to be a convenient and simple method for the synthesis of tetrahydroisoquinoline-1-carboxylic acids. Using this method several acids have been prepared in good to excellent yields and characterized as hydrochloride salts. (C) 2012 Elsevier Ltd. All rights reserved.