23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one | 139056-17-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one
• 英文别名: 23-(4'-diethylamino-2'-methylphenylimino)-26,27,28-trihydroxypentacyclo<19.3.1.1^3,7.1^9,13.1^15,19>octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one；23-[4-(Diethylamino)-2-methylphenyl]imino-26,27,28-trihydroxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9(27),10,12,15(26),16,18,21-undecaen-25-one
• CAS: 139056-17-0
• 化学式: C₃₉H₃₈N₂O₄
• 分子量: 598.742
• InChiKey: HJIBJSKMFZVCKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  45
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  93.4
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one 、 溴乙酸乙酯 以40%的产率得到ethyl 2-[[11-[4-(diethylamino)-2-methylphenyl]imino-26,28-bis(2-ethoxy-2-oxoethoxy)-27-oxo-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9,12,15,17,19(26),21,23-undecaenyl]oxy]acetate
  参考文献：
  名称：

  New chromoionophores based on indoaniline dyes containing calix[4]arene

  摘要：

  A new set of chromoionophores having indoaniline and calix[4]arene segments have been prepared, the ethylacetate derivative of which shows a high selectivity for Na+. Sodium ion binding induces a bathochromic shift in the absorption spectrum of this chromoionophore leading to the suggestion that this class of compounds could have potential use as an optical sensor for Na+ detection.

  DOI：

  10.1016/0040-4039(91)80122-m
• 作为产物：
  描述：

  杯[4]芳烃 、 N4,N4-二乙基-2-甲基-1,4-苯二胺盐酸盐 在 potassium hexacyanoferrate(III) 作用下， 以74%的产率得到23-((4'-(diethylamino)-2'-methylphenyl)imino)-26,27,28-trihydroxypentacyclo<19.3.1^3,7.1^9,13.1^15,19>-octacosa-1(24),3,5,7(28),9,11,13(27),15,17,19(26),21-undecaen-25-one
  参考文献：
  名称：

  New chromoionophores based on indoaniline dyes containing calix[4]arene

  摘要：

  A new set of chromoionophores having indoaniline and calix[4]arene segments have been prepared, the ethylacetate derivative of which shows a high selectivity for Na+. Sodium ion binding induces a bathochromic shift in the absorption spectrum of this chromoionophore leading to the suggestion that this class of compounds could have potential use as an optical sensor for Na+ detection.

  DOI：

  10.1016/0040-4039(91)80122-m

文献信息

• A New Family of Indoaniline-Derived Calix[4]arenes:  Synthesis and Optical Recognition Properties as a Chromogenic Receptor¹
  作者：Yuji Kubo、Sumio Tokita、Yuko Kojima、Yasuko T. Osano、Takao Matsuzaki

  DOI：10.1021/jo951907w

  日期：1996.1.1

  careful column chromatography. Compound 3 is crystallized from a CHCl(3)-MeOH solution, and the crystal structure was determined by X-ray analysis. The crystal is monoclinic, space group P2(1)/n, Z = 4, a = 19.507(6) Å, b = 18.591(6) Å, c = 8.524(2) Å, beta = 94.69(2) degrees. The final R value for 2406 reflections of F(o) > 3sigma(F(o)) is 0.085. A unique intramolecular hydrogen-bonding network involving

  为了开发新的生色受体，已经合成了新的吲哚苯胺衍生的杯[4]芳烃家族。在氧化剂存在下，在碱性条件下，杯[4]芳烃（1）与4-（二乙氨基）-2-甲基苯胺盐酸盐（2）的缩合反应得到单-（3），1,2-双-（经过仔细的柱色谱分析后，得到4），1,3-双-（5）和四辛二苯胺（6）杯[4]芳烃。化合物3从CHCl（3）-MeOH溶液中结晶，并通过X射线分析确定晶体结构。晶体是单斜晶体，空间群P2（1）/n,Z=4,a=19.507（6）Å，b = 18.591（6）Å，c = 8.524（2）Å，β= 94.69（2）度。F（o）> 3sigma（F（o））的2406次反射的最终R值为0.085。涉及吲哚苯胺的羰基氧对于3的独特的分子内氢键网络暗示着作为生色团受体的醌羰基很容易在下缘发生静电相互作用。实际上，在NaH存在下，由5与溴乙酸乙酯反应制得的1,3-双（吲哚苯胺）衍生的2,4-双（（乙氧羰基）