Ethyl 2-[[6,10,12,16,18,22,24-heptakis(2-ethoxy-2-oxoethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]acetate | 791137-35-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: Ethyl 2-[[6,10,12,16,18,22,24-heptakis(2-ethoxy-2-oxoethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]acetate
• 英文别名: ethyl 2-[[6,10,12,16,18,22,24-heptakis(2-ethoxy-2-oxoethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]acetate
• CAS: 791137-35-4
• 化学式: C₈₄H₈₈O₂₄
• 分子量: 1481.61
• InChiKey: USPWYXLTFYEMKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.6
• 重原子数：
  108
• 可旋转键数：
  44
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  284
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[6,10,12,16,18,22,24-heptakis(2-ethoxy-2-oxoethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]acetate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以92%的产率得到2-[[6,10,12,16,18,22,24-Heptakis(2-hydrazinylidene-2-hydroxyethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]ethanehydrazonic acid
  参考文献：
  名称：

  Syntheses, crystal structures, and electrochemical properties of multi-ferrocenyl resorcinarenes

  摘要：

  Tetraaryl and tetraferrocenyl resorcinarenes 1a-1c have been synthesized by the HCl-catalyzed condensation of resorcinol with aromatic aldehydes or ferrocenecarbaldehyde, which were fully alkylated with ethyl a-chloroacetate to give the activated ethyl resorcinarylacetates 2a-2c. Reaction of 2a-2c with hydrated hydrazine yielded the resorcinarene acylhydrazine derivatives 3a-3c, from which the multi-ferrocenyl functional groups were selectively and efficiently introduced on the upper rim, or on the lower rim, or both on the upper and lower rims of resorcinarenes 4a-4c and calixarenes 4d-4f based upon the condensation reactions of acylhydrazones with ferrocenecarboxaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.12.073
• 作为产物：
  描述：

  diethyl 2,2′‐(1,3‐phenylenebis(oxy))diacetate 、 苯甲醛 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到Ethyl 2-[[6,10,12,16,18,22,24-heptakis(2-ethoxy-2-oxoethoxy)-2,8,14,20-tetraphenyl-4-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]acetate
  参考文献：
  名称：

  Novel synthesis of resorcinarene O-acetates by BF3·OEt2-catalyzed cyclocondensation of 1,3-(dialkoxycarbonylmethoxy)benzenes with aldehydes

  摘要：

  间苯二酚冠醚O-乙酸酯是间苯二酚冠醚化学改性过程中的关键中间体，可通过在室温下以CH2Cl2为溶剂，BF3·OEt2为催化剂的环化缩合反应，高效、高产率地从1,3-（二烷氧羰基甲氧基）苯与芳香醛或脂肪醛制备得到。单晶结构分析表明，烷基间苯二酚冠醚偏好rccc构型，而芳基间苯二酚冠醚通常采用rctt构型。

  DOI：

  10.1007/s10847-009-9713-8

文献信息

• Synthesis of Thiourea‐Bridged Cluster Glycoside Calixarenes
  作者：Yun Ge、Yahua Cai、Chaoguo Yan

  DOI：10.1080/00397910500187548

  日期：2005.9.1

  Abstract Thiourea‐bridged peracetylated glycoside calixarenes have been smoothly synthesized by the addition reactions of tetraacetylglycosyl isothiocyanates with amidoamine derivatives of calix[4]resorcinarene and p‐tert‐butylcalix[n]arenas (n=6, 8) in high yields (40–75%). All the glycoside‐containing calixarenes were characterized by 1H NMR, IR spectroscopy, and elemental analysis.

  摘要 通过四乙酰糖基异硫氰酸酯与杯[4]间苯二酚的酰胺胺衍生物和对叔丁基杯[n]arenas (n=6, 8) 的加成反应，硫脲桥连的过乙酰化杯芳烃以高产率 (40– 75%）。所有含糖苷的杯芳烃均通过 1H NMR、IR 光谱和元素分析进行​​表征。
• Ge, Yun; Yan, Chaoguo, Journal of Chemical Research, 2004, # 4, p. 279 - 281
  作者：Ge, Yun、Yan, Chaoguo

  DOI：——

  日期：——
• Chiral separation of amino acids by chiral octamide derivatives of calixarenes derived from resorcinol by impregnation on a polymeric support
  作者：Serap Seyhan、Özge Özbayrak、Nadir Demirel、Melek Merdivan、Necmettin Pirinççioğlu

  DOI：10.1016/j.tetasy.2005.10.012

  日期：2005.11

  Chiral amide derivatives of octaester calixresorcarene were synthesized and employed as chiral stationary phases for chiral discrimination of amino acid derivatives. Enantiomers of phenylglycine and tryptophan were easily discriminated as their sodium and potassium salts. In addition, phenylalanine-trytophan, phenylglycine-trytophan mixtures were separated by column chromatography. (c) 2005 Elsevier Ltd. All rights reserved.
• Novel synthesis of resorcinarene O-acetates by BF3·OEt2-catalyzed cyclocondensation of 1,3-(dialkoxycarbonylmethoxy)benzenes with aldehydes
  作者：Rui Zhou、Jia Chao Ren、Chao Guo Yan

  DOI：10.1007/s10847-009-9713-8

  日期：2010.8

  Resorcinarene O-acetates, which are key intermediates in the chemical modification process of resorcinarene, can be efficiently prepared in high yields by BF3 ·OEt2 catalyzed cyclocondensation of 1,3-(dialkoxycarbonylmethoxy)benzenes with aromatic or aliphatic aldehydes in CH2Cl2 at room temperature. The single crystal structure analysis indicates alkyl resorcinarenes prefer rccc configuration, while aryl resorcinarenes usually adopt rctt configuration.

  间苯二酚冠醚O-乙酸酯是间苯二酚冠醚化学改性过程中的关键中间体，可通过在室温下以CH2Cl2为溶剂，BF3·OEt2为催化剂的环化缩合反应，高效、高产率地从1,3-（二烷氧羰基甲氧基）苯与芳香醛或脂肪醛制备得到。单晶结构分析表明，烷基间苯二酚冠醚偏好rccc构型，而芳基间苯二酚冠醚通常采用rctt构型。
• Syntheses, crystal structures, and electrochemical properties of multi-ferrocenyl resorcinarenes
  作者：Jun Han、Ya Hua Cai、Li Liu、Chao Guo Yan、Qi Li

  DOI：10.1016/j.tet.2006.12.073

  日期：2007.3

  Tetraaryl and tetraferrocenyl resorcinarenes 1a-1c have been synthesized by the HCl-catalyzed condensation of resorcinol with aromatic aldehydes or ferrocenecarbaldehyde, which were fully alkylated with ethyl a-chloroacetate to give the activated ethyl resorcinarylacetates 2a-2c. Reaction of 2a-2c with hydrated hydrazine yielded the resorcinarene acylhydrazine derivatives 3a-3c, from which the multi-ferrocenyl functional groups were selectively and efficiently introduced on the upper rim, or on the lower rim, or both on the upper and lower rims of resorcinarenes 4a-4c and calixarenes 4d-4f based upon the condensation reactions of acylhydrazones with ferrocenecarboxaldehyde. (c) 2007 Elsevier Ltd. All rights reserved.