(R)-3-(2'-methylpropyl)-1H-furo[3,4-c]isochromene-1,5(3H)-dione | 1611478-83-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: (R)-3-(2'-methylpropyl)-1H-furo[3,4-c]isochromene-1,5(3H)-dione
• 英文别名: (9R)-9-(2-methylpropyl)-3H-furo[3,4-c]isochromene-1,11-dione；(3R)-3-(2-methylpropyl)-3H-furo[3,4-c]isochromene-1,5-dione
• CAS: 1611478-83-1
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: AOBSLGGKIHVWKW-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (S)-2-氯-4-甲基戊酸 在 氯化亚砜 作用下， 反应 7.0h， 生成 (R)-3-(2'-methylpropyl)-1H-furo[3,4-c]isochromene-1,5(3H)-dione
  参考文献：
  名称：

  Chiron based synthesis of isocoumarins: reactivity of α-substituted carboxylic acids

  摘要：

  The asymmetric synthesis of a novel (S)-isocoumarin has been attempted in a single step by the coupling of homophthalic acid with (S)-N-protected amino acids and alpha-chloroacids at high temperature by exploiting a chiral pool methodology. The coupling of homophthalic acid with N-protected (S)-amino acids gave exclusion of the carboxyl/alkyl group. However, coupling of homophthalic acid with alpha-chloro-acids afforded asymmetric isocoumarins in high yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.03.019

文献信息

• Chiral Pool-Based Synthesis of<i>Naphtho</i>-Fused Isocoumarins
  作者：Abdul Rauf Raza、Aisha Saddiqa、Osman Çakmak

  DOI：10.1002/chir.22530

  日期：2015.12

  A variety of chiral derivatives of benzo[d]naphtho[1,2‐b]pyran‐6‐one were prepared in a single step by Et3N‐mediated condensation of homophthalic anhydride with different derivatives of (S)‐amino acid chlorides at –5 °C by employing a chiral pool methodology. Chirality 27:951–957, 2015. © 2015 Wiley Periodicals, Inc.

  通过Et 3 N介导的高邻苯二甲酸酐与（S）-氨基酸氯化物不同衍生物的缩合反应一步一步制备了各种苯并[d]萘[1,2-b]吡喃-6-酮的手性衍生物通过使用手性池方法在–5°C下进行。手性27：951–957，2015。©2015 Wiley Periodicals，Inc.
• Chiron based synthesis of isocoumarins: reactivity of α-substituted carboxylic acids
  作者：Aisha Saddiqa、Abdul R. Raza、David StC. Black、Naresh Kumar

  DOI：10.1016/j.tetasy.2014.03.019

  日期：2014.5

  The asymmetric synthesis of a novel (S)-isocoumarin has been attempted in a single step by the coupling of homophthalic acid with (S)-N-protected amino acids and alpha-chloroacids at high temperature by exploiting a chiral pool methodology. The coupling of homophthalic acid with N-protected (S)-amino acids gave exclusion of the carboxyl/alkyl group. However, coupling of homophthalic acid with alpha-chloro-acids afforded asymmetric isocoumarins in high yield. (C) 2014 Elsevier Ltd. All rights reserved.