3,3-dimethyl-7,11-cis-di(p-bromophenyl)-2,4-dioxaspiro[5.5]undecane-1,5,9-trione | 1107063-66-0

• 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: 3,3-dimethyl-7,11-cis-di(p-bromophenyl)-2,4-dioxaspiro[5.5]undecane-1,5,9-trione
• 英文别名: 3,3-dimethyl-7,11-di(4-bromophenyl)-2,4-dioxaspiro[5,5]undecane-1,5,9-trione；(7S,11R)-7,11-bis(4-bromophenyl)-3,3-dimethyl-2,4-dioxaspiro[5.5]undecane-1,5,9-trione
• CAS: 1107063-66-0
• 化学式: C₂₃H₂₀Br₂O₅
• 分子量: 536.217
• InChiKey: WMZRBABHCIPRMI-KDURUIRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 bis-(4-bromo-benzylidene)-hydrazine 在 溶剂黄146 作用下， 反应 5.0h， 以89%的产率得到3,3-dimethyl-7,11-cis-di(p-bromophenyl)-2,4-dioxaspiro[5.5]undecane-1,5,9-trione
  参考文献：
  名称：

  A new domino autocatalytic reaction leading to polyfunctionalized spiro[5.5]undecanes and dispiro[4.2.5.2]pentadecanes

  摘要：

  描述了一种新颖的烯胺与梅尔德鲁姆酸的多米诺自催化反应。在这一反应中，在酸性条件下成功合成了一系列具有显著非对映选择性的多环螺[5.5]十一烷-1,5,9-三酮和双螺[4.2.5.2]十五烷-9,13-二酮衍生物，最多形成六个新键，同时伴随着烯胺的CN键断裂和梅尔德鲁姆酸的分解，副产物乙酰肼作为新型自催化剂。

  DOI：

  10.1039/b822645h

文献信息

• Sodium Acetate Catalyzed Multicomponent Cyclization of Aromatic Aldehydes, Acetone and Meldrum Acid
  作者：Lin An、Feng Yang、Rong Yao、Chaoguo Yan

  DOI：10.1002/cjoc.201190020

  日期：2010.12

  The sodium acetate catalyzed three‐component reaction of aromatic aldehyde, acetone and Meldrum acid or spirolactone at room temperature gave stereospecific 7,11‐cis‐diaryl‐2,4‐dioxaspiro[5,5]undecane‐1,5,9‐triones in a very efficient manner.

  乙酸钠在室温下催化芳族醛，丙酮和Meldrum酸或螺内酯的三组分反应，得到立体有择的7,11-顺-二芳基-2,4-二氧杂螺[5,5]十一烷-1,5,9-三酮以非常有效的方式
• Highly Efficient Synthesis of 3,4-Dihydro-2(1H)-quinolinone Derivatives under Microwave Heating
  作者：Shu-Jiang Tu、Bo Jiang、Xiao-Tong Zhu、Qiu-Yun Li

  DOI：10.3987/com-12-12489

  日期：——

  A sequential three-component reaction of aromatic aldehydes with aromatic amine, and Meldrum's acid in EtOH under microwave irradiation has been developed. In this one-pot reaction, a series of 3,4-dihydro-2(1H)-quinolinone derivatives were synthesized with high chemical yields. The present green synthesis shows several advantages including operational simplicity and fast reaction rate, which makes it a useful and attractive process for library generation for drug discovery.