(11R,14S,71R,74S)-2,2,4,4,6,6,8,8,10,10,12,12-dodecamethyl-11,14,71,74-tetrahydro-1,7(1,4)-di1,4-epoxynaphthalena-3,5,9,11(2,5)-tetrafuranacyclododecaphane | 221133-65-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (11R,14S,71R,74S)-2,2,4,4,6,6,8,8,10,10,12,12-dodecamethyl-11,14,71,74-tetrahydro-1,7(1,4)-di1,4-epoxynaphthalena-3,5,9,11(2,5)-tetrafuranacyclododecaphane
• CAS: 221133-65-9
• 化学式: C₅₄H₅₆O₆
• 分子量: 801.035
• InChiKey: PWQAWWCXUYTWHC-POKUGKDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.92
• 重原子数：
  60.0
• 可旋转键数：
  0.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  71.02
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (11R,14S,71R,74S)-2,2,4,4,6,6,8,8,10,10,12,12-dodecamethyl-11,14,71,74-tetrahydro-1,7(1,4)-di1,4-epoxynaphthalena-3,5,9,11(2,5)-tetrafuranacyclododecaphane 在 palladium on activated charcoal 氢气 作用下， 生成
  参考文献：
  名称：

  呋喃和丙酮的环状六聚体转化为萘并呋喃酮

  摘要：

  呋喃芬2已通过苯炔加成/芳构化转化为萘并呋喃烷5和8。还报道了二环氧双萘并呋喃酮中间体6的X射线结构。初步动态NMR分析了8的构象行为。

  DOI：

  10.1016/0040-4039(96)01323-8
• 作为产物：
  描述：

  benzenedizolium-2-carboxylate 、 dodecamethyl<1.₆>(2,5)furanophane 生成 2,2,7,7,12,12,17,17,22,22,27,27-Dodecamethyl-37,38,39,40,41,42-hexaoxanonacyclo[26.6.2.11,28.13,6.18,11.113,16.118,21.123,26.029,34]dotetraconta-3,5,8,10,13,15,18,20,23,25,29,31,33,35-tetradecaene 、 (11R,14S,71R,74S)-2,2,4,4,6,6,8,8,10,10,12,12-dodecamethyl-11,14,71,74-tetrahydro-1,7(1,4)-di1,4-epoxynaphthalena-3,5,9,11(2,5)-tetrafuranacyclododecaphane
  参考文献：
  名称：

  呋喃和丙酮的环状六聚体转化为萘并呋喃酮

  摘要：

  呋喃芬2已通过苯炔加成/芳构化转化为萘并呋喃烷5和8。还报道了二环氧双萘并呋喃酮中间体6的X射线结构。初步动态NMR分析了8的构象行为。

  DOI：

  10.1016/0040-4039(96)01323-8

文献信息

• Chemical Modifications of Furan-Based Calixarenes by Diels-Alder Reactions
  作者：Grazia Cafeo、Marco Giannetto、Franz H. Kohnke、Giovanna L. La Torre、Melchiorre F. Parisi、Stephan Menzer、Andrew J. P. White、David J. Williams

  DOI：10.1002/(sici)1521-3765(19990104)5:1<356::aid-chem356>3.0.co;2-l

  日期：1999.1.4

  The simple chemical modification by Diels- Alder reactions of the cyclic hexamer of furan and acetone, utilising two readily accessible dienophiles, benzyne and dimethylacetylenedicarboxylate (DMAD), is described. The studies have explored the ease with which different furan units within the macrocycle can be converted into either naphthalenes, o-phthalic ester residues or 3,4-furandicarboxylate units. The cycloaddition products are shown to differ as a function of stoichiometry. regiochemistry and stereochemistry. The problems encountered in the attempts to aromatise the benzyne adducts to their corresponding naphthafurophanes hamper the exploitation of these compounds as acenophtine precursors. Similarly, the DMAD adducts are not suitable precursors for derivatives containing phthalic acid units. On the other hand, they readily provide access to furnaophanes containing carboxyl substituents. The X-ray crystal structures of a variety of kev derivatives have been determined and their conformations analysed and compared.