5'-methoxy-3',4'-methylenedioxy cinnamic acid | 41514-66-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 5'-methoxy-3',4'-methylenedioxy cinnamic acid
• 英文别名: 5'-methoxy-3',4'-methylenedioxycinnamic acid；3-(7-methoxy-benzo[1,3]dioxol-5-yl)-acrylic acid；3-(7-Methoxy-benzo[1,3]dioxol-5-yl)-acrylsaeure；(2E)-3-(7-Methoxy-2H-1,3-benzodioxol-5-YL)prop-2-enoic acid；3-(7-methoxy-1,3-benzodioxol-5-yl)prop-2-enoic acid
• CAS: 41514-66-3
• 化学式: C₁₁H₁₀O₅
• mdl: MFCD03002883
• 分子量: 222.197
• InChiKey: TWUVAPFWYKZLOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  65
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5'-methoxy-3',4'-methylenedioxy cinnamic acid 在 sodium amalgam 作用下， 生成 3,5-二甲氧基苯基丙酸
  参考文献：
  名称：

  Salway, Journal of the Chemical Society, 1910, vol. 97, p. 2417

  摘要：

  DOI：
• 作为产物：
  描述：

  肉豆蔻醛 在 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 16.33h， 生成 5'-methoxy-3',4'-methylenedioxy cinnamic acid
  参考文献：
  名称：

  Enantioselective synthesis of peperomins A, C, D, and analogs — Examination of diastereoselective cuprate conjugate additions to <i>N</i>-enoyl-4-diphenylmethyl-2-oxazolidinones

  摘要：

  A concise and general route to secolignans has been developed. The first total synthesis of secolignans peperomin A (1a), peperomin C (1b), and peperomin D (1c) was accomplished in similar to 28% overall yield over five synthetic steps. Peperomin analogs (1d) and (1e), possessing two differentially substituted aryl groups, were synthesized by a highly selective conjugate addition. The overall yield for the analogs 1d and 1e were 27 and 26%, respectively.

  DOI：

  10.1139/cjc-79-11-1546

文献信息

• Therapeutic agent for Parkinson's disease
  申请人：Kyowa Hakko Kogyo Co., Ltd.

  公开号：US05484920A1

  公开（公告）日：1996-01-16

  Agents for the treatment of Parkinson's disease contain, as an active ingredient, a xanthine derivative or a pharmaceutically acceptable salt thereof. The xanthine derivative is represented by the formula: ##STR1## in which R.sup.1, R.sup.2 are R.sup.3 are independently hydrogen, lower alkyl, lower alkenyl, or lower alkynyl; and R.sup.4 represents cycloalkyl, --(CH.sub.2).sub.n --R.sup.5 (in which R.sup.5 represents substituted or unsubstituted aryl or a substituted or unsubstituted heterocyclic group; and n is an integer of 0 to 4), or ##STR2## in which Y.sup.1 and Y.sup.2 represent independently hydrogen, halogen, or lower alkyl; and Z represents substituted or unsubstituted aryl, ##STR3## in which R.sup.6 represents hydrogen, hydroxy, lower alkyl, lower alkoxy, halogen, nitro, or amino; and m represents an integer of 1 to 4, or a substituted or unsubstituted heterocyclic group; and X.sup.1 and X.sup.2 represent independently O or S.

  帕金森病的治疗剂含有黄嘌呤衍生物或其药学上可接受的盐作为活性成分。黄嘌呤衍生物由以下式子表示：##STR1## 其中R.sup.1、R.sup.2和R.sup.3分别表示氢、低碳基、低烯基或低炔基；而R.sup.4表示环烷基、--(CH.sub.2).sub.n --R.sup.5（其中R.sup.5表示取代或未取代的芳基或取代或未取代的杂环基；n为0到4的整数），或##STR2## 其中Y.sup.1和Y.sup.2分别表示氢、卤素或低碳基；而Z表示取代或未取代的芳基，##STR3## 其中R.sup.6表示氢、羟基、低碳基、低烷氧基、卤素、硝基或氨基；m表示1到4的整数，或取代或未取代的杂环基；而X.sup.1和X.sup.2分别表示氧或硫。
• Multigram Scale Synthesis of Piperarborenines C-E
  作者：Jason M. Lenihan、Matthew J. Mailloux、Aaron B. Beeler

  DOI：10.1021/acs.oprd.2c00049

  日期：2022.6.17

  multigram scale synthesis of heterodimeric β-truxinic imides piperarborenines C-E using a catechol-tethered diastereoselective intramolecular [2 + 2] photocycloaddition. Key innovations lie in the use of catechol as a practical auxiliary for the synthesis of homo- and heterodimeric β-truxinates and the use of a UV-LED flow photoreactor in the [2 + 2] step. This approach is highly scalable, requiring

  我们报告了使用儿茶酚连接的非对映选择性分子内 [2 + 2] 光环加成合成异二聚体 β-truxinic imides piperarborenines CE 的多克规模合成。关键创新在于使用邻苯二酚作为合成同源和异源二聚体 β-truxinates 的实用助剂，以及在 [2 + 2] 步骤中使用 UV-LED 流动光反应器。这种方法具有高度可扩展性，需要单柱纯化，无需光催化剂，也无需低温条件。
• SUBSTITUTED CINNAMAMIDE DERIVATIVE, PREPARATION METHOD AND USE THEREOF
  申请人：Tasly Pharmaceutical Group Co., Ltd.

  公开号：EP2725018B1

  公开（公告）日：2017-04-19
• Salway, Journal of the Chemical Society, 1909, vol. 95, p. 1209
  作者：Salway

  DOI：——

  日期：——
• Enantioselective synthesis of peperomins A, C, D, and analogs — Examination of diastereoselective cuprate conjugate additions to &lt;i&gt;N&lt;/i&gt;-enoyl-4-diphenylmethyl-2-oxazolidinones
  作者：Mukund P. Sibi、Michael D. Johnson、T. Punniyamurthy

  DOI：10.1139/cjc-79-11-1546

  日期：——

  A concise and general route to secolignans has been developed. The first total synthesis of secolignans peperomin A (1a), peperomin C (1b), and peperomin D (1c) was accomplished in similar to 28% overall yield over five synthetic steps. Peperomin analogs (1d) and (1e), possessing two differentially substituted aryl groups, were synthesized by a highly selective conjugate addition. The overall yield for the analogs 1d and 1e were 27 and 26%, respectively.