dimethyl 2-<3,4-(methylenedioxy)benzoyl>succinate | 163014-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: dimethyl 2-<3,4-(methylenedioxy)benzoyl>succinate
• 英文别名: Dimethyl 2-(1,3-benzodioxole-5-carbonyl)butanedioate
• CAS: 163014-32-2
• 化学式: C₁₄H₁₄O₇
• 分子量: 294.261
• InChiKey: VWNRFCRYFNXGQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  88.1
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  dimethyl 2-<3,4-(methylenedioxy)benzoyl>succinate 在 sodium tetrahydroborate 、 sodium methylate 、 zinc(II) chloride 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.5h， 生成 4-(3',4'-methylenedioxyphenyl)-3-methoxy-carbonyl-but-3-enoic acid
  参考文献：
  名称：

  First Stereocontrolled Syntheses of Unsymmetrically Substituted Bislactone Lignans:  Stereocontrolled Syntheses of Four Possible Isomers of Methyl 4,8-Dioxoxanthoxylol

  摘要：

  An efficient method for stereocontrolled syntheses of the unsymmetrically substituted bislactone subgroup of the furofuran lignan has been developed based on a stereoselective aldol reaction of the acid anhydride 8 or 9 and an aromatic aldehyde employing methyl 4,8-dioxoxanthoxylol (1a), 4,8-dioxofargesin (1b), methyl 4,8-dioxopiperitol (2a) and their isomer 3a as the representative examples of the axial-equatorial 1, diequatorial 2, and diaxial 3 types of this series.

  DOI：

  10.1021/jo961733y
• 作为产物：
  描述：

  Benzo[1,3]dioxol-5-yl-(tert-butyl-dimethyl-silanyloxy)-acetonitrile 、 马来酸二甲酯 在 四丁基氟化铵 、 lithium diisopropyl amide 作用下， 生成 dimethyl 2-<3,4-(methylenedioxy)benzoyl>succinate
  参考文献：
  名称：

  具有两个不同芳基的轴-赤道双内酯呋喃呋喃木脂素的首次立体控制合成：甲基4，8，二氧杂恶蒽氧基醇的合成

  摘要：

  基于酸酐3和芳醛的立体控制的醛醇缩合反应合成了甲基4，8-二氧杂蒽氧基（1），其是具有两个不同芳基的轴向赤道双内酯呋喃呋喃木脂聚糖。

  DOI：

  10.1016/0040-4039(94)02462-k

文献信息

• The first stereocontrolled synthesis of axial-equatorial bislactone furofuran lignans having two different aryl groups: A synthesis of methyl 4, 8-dioxoxanthoxylol
  作者：Shin-ichi Yoshida、Tsuyoshi Ogiku、Hiroshi Ohmizu、Tameo Iwasaki

  DOI：10.1016/0040-4039(94)02462-k

  日期：1995.2

  Methyl 4, 8-dioxoxanthoxylol (1), a representative example of the axial-equatorial bislactone furofuran lignans having two different aryl groups, was synthesized based on the stereocontrolled aldol reaction of the acid anhyderide3 and veratral.

  基于酸酐3和芳醛的立体控制的醛醇缩合反应合成了甲基4，8-二氧杂蒽氧基（1），其是具有两个不同芳基的轴向赤道双内酯呋喃呋喃木脂聚糖。
• The first stereocontrolled synthesis of diequatorial bislactone furofuran lignans having two different aryl groups: A synthesis of methyl 4, 8-dioxopiperitol
  作者：Shin-ichi Yoshida、Tsuyoshi Ogiku、Hiroshi Ohmizu、Tameo Iwasaki

  DOI：10.1016/0040-4039(95)00080-v

  日期：1995.2

  Methyl 4, 8-dioxopiperitol (1), a representative example of the diequatorial bislactone furofuran lignans having two different aryl groups, was synthesized based on the stereocontrolled aldol reaction of the acid anhydride3 and veratral.

  基于酸酐3和芳族化合物的立体控制的羟醛反应，合成了甲基4、8-二氧戊哌醇（1），其为具有两个不同芳基的二水合双内酯呋喃呋喃木脂素的代表性实例。
• First Stereocontrolled Syntheses of Unsymmetrically Substituted Bislactone Lignans:  Stereocontrolled Syntheses of Four Possible Isomers of Methyl 4,8-Dioxoxanthoxylol
  作者：Shin-ichi Yoshida、Tsuyoshi Ogiku、Hiroshi Ohmizu、Tameo Iwasaki

  DOI：10.1021/jo961733y

  日期：1997.3.1

  An efficient method for stereocontrolled syntheses of the unsymmetrically substituted bislactone subgroup of the furofuran lignan has been developed based on a stereoselective aldol reaction of the acid anhydride 8 or 9 and an aromatic aldehyde employing methyl 4,8-dioxoxanthoxylol (1a), 4,8-dioxofargesin (1b), methyl 4,8-dioxopiperitol (2a) and their isomer 3a as the representative examples of the axial-equatorial 1, diequatorial 2, and diaxial 3 types of this series.