(S)-3a-Methyl-2,4-dioxo-3,3a,4,5,6,7-hexahydro-2H-indene-1-carboxylic acid methyl ester | 72660-30-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-3a-Methyl-2,4-dioxo-3,3a,4,5,6,7-hexahydro-2H-indene-1-carboxylic acid methyl ester
• 英文别名: methyl (3aS)-3a-methyl-2,4-dioxo-3,5,6,7-tetrahydroindene-1-carboxylate
• CAS: 72660-30-1
• 化学式: C₁₂H₁₄O₄
• 分子量: 222.241
• InChiKey: UTLWDLIHHQADFH-LBPRGKRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  异丁醇 、 (S)-3a-Methyl-2,4-dioxo-3,3a,4,5,6,7-hexahydro-2H-indene-1-carboxylic acid methyl ester 在 titanium(IV) isopropylate 作用下， 以 苯 为溶剂， 以74%的产率得到(S)-3a-Methyl-2,4-dioxo-3,3a,4,5,6,7-hexahydro-2H-indene-1-carboxylic acid isobutyl ester
  参考文献：
  名称：

  Asymmetric cyclization–carbonylation of 2-propargyl-1,3-dione

  摘要：

  The first example of asymmetric cyclization-carbonylation of 2-propargyl-1,3-dione 1 catalyzed by palladium(II) with chiral bisoxazolines (C.H.-BOX) was investigated. The use of bulky alcohols increased the ee of the products 2. The product 2d was converted into bicyclic enones 7 and 8, a useful intermediate for the synthesis of natural products. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00547-1
• 作为产物：
  描述：

  [(3aS,4R,7aS)-4-Hydroxy-3a-methyl-hexahydro-benzofuran-(2E)-ylidene]-acetic acid methyl ester 在 盐酸 、 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-3a-Methyl-2,4-dioxo-3,3a,4,5,6,7-hexahydro-2H-indene-1-carboxylic acid methyl ester
  参考文献：
  名称：

  Asymmetric cyclization–carbonylation of 2-propargyl-1,3-dione

  摘要：

  The first example of asymmetric cyclization-carbonylation of 2-propargyl-1,3-dione 1 catalyzed by palladium(II) with chiral bisoxazolines (C.H.-BOX) was investigated. The use of bulky alcohols increased the ee of the products 2. The product 2d was converted into bicyclic enones 7 and 8, a useful intermediate for the synthesis of natural products. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00547-1