2-(13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.4.3]tetradec-12-yl)acetic acid | 1192044-96-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.4.3]tetradec-12-yl)acetic acid
• 英文别名: 2-(13,13-Dimethyl-1,4,8,11-tetraoxadispiro[4.1.47.35]tetradecan-12-yl)acetic acid；2-(13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.47.35]tetradecan-12-yl)acetic acid
• CAS: 1192044-96-4
• 化学式: C₁₄H₂₂O₆
• 分子量: 286.325
• InChiKey: AHCSXJWKPNILCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.4.3]tetradec-12-yl)acetic acid 、 2-甲氧基苯乙胺 在 N-羟基丁二酰亚胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以95%的产率得到
  参考文献：
  名称：

  乙缩醛保护的（2,4-Dioxocyclohex-1-yl）乙酰胺的酸催化环化反应合成2,6-二氧-1,2,3,4,5,6-六氢吲哚并将其转化为5,8， 9,10-四氢-6 H-吲哚并[2,1- a ]异喹啉-9-一

  摘要：

  Abstractmagnified imageAcetal‐protected (2,4‐dioxocyclohex‐1‐yl)acetic acids were prepared by allylation of dilithiated 1,3‐cyclohexane‐1,3‐diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid‐catalyzed cyclization, into various 2,6‐dioxo‐1,2,3,4,5,6‐hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of novel 5,8,9,10‐tetrahydro‐6H‐indolo[2,1‐a]isoquinolin‐9‐ones.

  DOI：

  10.1002/adsc.200800691
• 作为产物：
  描述：

  12-allyl-13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.4.3]tetradecane 在 potassium permanganate 、 sodium periodate 作用下， 以 水 、 丙酮 为溶剂， 以98%的产率得到2-(13,13-dimethyl-1,4,8,11-tetraoxadispiro[4.1.4.3]tetradec-12-yl)acetic acid
  参考文献：
  名称：

  乙缩醛保护的（2,4-Dioxocyclohex-1-yl）乙酰胺的酸催化环化反应合成2,6-二氧-1,2,3,4,5,6-六氢吲哚并将其转化为5,8， 9,10-四氢-6 H-吲哚并[2,1- a ]异喹啉-9-一

  摘要：

  Abstractmagnified imageAcetal‐protected (2,4‐dioxocyclohex‐1‐yl)acetic acids were prepared by allylation of dilithiated 1,3‐cyclohexane‐1,3‐diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid‐catalyzed cyclization, into various 2,6‐dioxo‐1,2,3,4,5,6‐hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of novel 5,8,9,10‐tetrahydro‐6H‐indolo[2,1‐a]isoquinolin‐9‐ones.

  DOI：

  10.1002/adsc.200800691

文献信息

• Synthesis of 2,6-Dioxo-1,2,3,4,5,6-hexahydroindoles by Acid- Catalyzed Cyclization of Acetal-Protected (2,4-Dioxocyclohex-1-yl)acetamides and their Transformation into 5,8,9,10-Tetrahydro-6<i>H</i>-indolo[2,1-<i>a</i>]isoquinolin-9-ones
  作者：Benard Juma、Muhammad Adeel、Alexander Villinger、Helmut Reinke、Anke Spannenberg、Christine Fischer、Peter Langer

  DOI：10.1002/adsc.200800691

  日期：2009.5

  Abstractmagnified imageAcetal‐protected (2,4‐dioxocyclohex‐1‐yl)acetic acids were prepared by allylation of dilithiated 1,3‐cyclohexane‐1,3‐diones, protection of the carbonyl groups and oxidation of the alkene moiety. Their reaction with amines afforded the corresponding amides which were transformed, by acid‐catalyzed cyclization, into various 2,6‐dioxo‐1,2,3,4,5,6‐hexahydroindoles. The reaction of the latter with triflic acid resulted in the formation of novel 5,8,9,10‐tetrahydro‐6H‐indolo[2,1‐a]isoquinolin‐9‐ones.