2-(1-(tert-butoxycarbonyl)cyclohexa-2,5-dien-1-yl)acetic acid | 1410840-10-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(1-(tert-butoxycarbonyl)cyclohexa-2,5-dien-1-yl)acetic acid
• 英文别名: 2-[1-[(2-Methylpropan-2-yl)oxycarbonyl]cyclohexa-2,5-dien-1-yl]acetic acid；2-[1-[(2-methylpropan-2-yl)oxycarbonyl]cyclohexa-2,5-dien-1-yl]acetic acid
• CAS: 1410840-10-6
• 化学式: C₁₃H₁₈O₄
• 分子量: 238.284
• InChiKey: QLJXDTOJUAZJDY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-(tert-butoxycarbonyl)cyclohexa-2,5-dien-1-yl)acetic acid 在 1,4-bis-(9-O-dihydroquinidinyl)phthalazine 、 N-溴代丁二酰亚胺(NBS) 作用下， 以 正己烷 、 氯仿 为溶剂， 反应 1.0h， 以70%的产率得到tert-butyl 7-bromo-2-oxo-2,3,3a,6,7,7a-hexahydrobenzofuran-3a-carboxylate
  参考文献：
  名称：

  Catalytic Desymmetrization of Cyclohexadienes by Asymmetric Bromolactonization

  摘要：

  Asymmetric bromolactonization of prochiral cyclohexadiene derivatives with N-bromosuccimide proceeded in the presence of (DHQD)(2)PHAL as a chiral catalyst to afford the corresponding bromolactones with up to 93% ee. This reaction was also applicable to the kinetic resolution of a racemic cyclic ene-carboxylic acid, where the starting material was recovered with high enantioselectivity.

  DOI：

  10.1021/ol302908a
• 作为产物：
  描述：

  叔丁基苯甲酸 在 氨 、 lithium 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.5h， 生成 2-(1-(tert-butoxycarbonyl)cyclohexa-2,5-dien-1-yl)acetic acid
  参考文献：
  名称：

  Catalytic Desymmetrization of Cyclohexadienes by Asymmetric Bromolactonization

  摘要：

  Asymmetric bromolactonization of prochiral cyclohexadiene derivatives with N-bromosuccimide proceeded in the presence of (DHQD)(2)PHAL as a chiral catalyst to afford the corresponding bromolactones with up to 93% ee. This reaction was also applicable to the kinetic resolution of a racemic cyclic ene-carboxylic acid, where the starting material was recovered with high enantioselectivity.

  DOI：

  10.1021/ol302908a

文献信息

• Catalytic Desymmetrization of Cyclohexadienes by Asymmetric Bromolactonization
  作者：Kazutada Ikeuchi、Shunsuke Ido、Satoshi Yoshimura、Tomohiro Asakawa、Makoto Inai、Yoshitaka Hamashima、Toshiyuki Kan

  DOI：10.1021/ol302908a

  日期：2012.12.7

  Asymmetric bromolactonization of prochiral cyclohexadiene derivatives with N-bromosuccimide proceeded in the presence of (DHQD)(2)PHAL as a chiral catalyst to afford the corresponding bromolactones with up to 93% ee. This reaction was also applicable to the kinetic resolution of a racemic cyclic ene-carboxylic acid, where the starting material was recovered with high enantioselectivity.