1-[3,5-Bis(trifluoromethyl)phenyl]-3-[3-[[27-[3-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]propoxy]-5,11,17,23-tetratert-butyl-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl]thiourea | 1600530-57-1

• 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: 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[3-[[27-[3-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]propoxy]-5,11,17,23-tetratert-butyl-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl]thiourea
• 英文别名: 1-[3,5-bis(trifluoromethyl)phenyl]-3-[3-[[27-[3-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]propoxy]-5,11,17,23-tetratert-butyl-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl]thiourea
• CAS: 1600530-57-1
• 化学式: C₆₈H₇₆F₁₂N₄O₄S₂
• 分子量: 1305.49
• InChiKey: TVESRQJTTKYQPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  20.5
• 重原子数：
  90
• 可旋转键数：
  16
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  171
• 氢给体数：
  6
• 氢受体数：
  18

反应信息

• 作为产物：
  描述：

  O1,O3-bis(3-phthalimidopropyl)-p-tert-butylcalix[4]arene 在 肼 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[3-[[27-[3-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]propoxy]-5,11,17,23-tetratert-butyl-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl]thiourea
  参考文献：
  名称：

  Proline–calixarene thiourea host–guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water

  摘要：

  A proline-calix[4]arene thiourea host-guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone has been developed. The anti-configured products were obtained in good yields and with high enantioselectivities. The reaction is proposed to work via a modified Houk-List model, where the carboxylate part of the praline constitutes as a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on both the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.01.015
• 作为试剂：
  描述：

  环己酮 、 邻溴苯甲醛 在 1-[3,5-Bis(trifluoromethyl)phenyl]-3-[3-[[27-[3-[[3,5-bis(trifluoromethyl)phenyl]carbamothioylamino]propoxy]-5,11,17,23-tetratert-butyl-26,28-dihydroxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaenyl]oxy]propyl]thiourea 、 L-脯氨酸 作用下， 以 正己烷 为溶剂， 反应 24.0h， 以83%的产率得到(S)-2-[(R)-(2-bromophenyl)(hydroxy)methyl]cyclohexanone
  参考文献：
  名称：

  Proline–calixarene thiourea host–guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water

  摘要：

  A proline-calix[4]arene thiourea host-guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone has been developed. The anti-configured products were obtained in good yields and with high enantioselectivities. The reaction is proposed to work via a modified Houk-List model, where the carboxylate part of the praline constitutes as a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on both the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2014.01.015

文献信息

• Proline–calixarene thiourea host–guest complex catalyzed enantioselective aldol reactions: from nonpolar solvents to the presence of water
  作者：Ezgi Demircan、Serkan Eymur、Ayhan Sıtkı Demir

  DOI：10.1016/j.tetasy.2014.01.015

  日期：2014.3

  A proline-calix[4]arene thiourea host-guest complex catalyzed intermolecular aldol reaction of aromatic aldehydes with cyclohexanone has been developed. The anti-configured products were obtained in good yields and with high enantioselectivities. The reaction is proposed to work via a modified Houk-List model, where the carboxylate part of the praline constitutes as a supramolecular system with the thiourea. The outcome of the study indicates the influence of the calix[4]arene thiourea on both the reactivity and selectivity in a non-polar reaction medium, even in the presence of water at moderate temperatures. (C) 2014 Elsevier Ltd. All rights reserved.