5-O-(4-cyanophenyl)-1,4:3,6-dianhydro-D-sorbitol | 479541-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃类
• 英文名称: 5-O-(4-cyanophenyl)-1,4:3,6-dianhydro-D-sorbitol
• 英文别名: 4-[[(3S,3aR,6R,6aR)-3-hydroxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-6-yl]oxy]benzonitrile
• CAS: 479541-46-3
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: AECRJUDOXJDWLR-UMSGYPCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  71.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-三氟甲基苯甲酸 、 5-O-(4-cyanophenyl)-1,4:3,6-dianhydro-D-sorbitol 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 以43%的产率得到
  参考文献：
  名称：

  Structural Analysis of Chiral Dopants in Nematic Systems by Example of Ether-Ester-Substituted 1,4:3,6-Dianhydrohexitols

  摘要：

  Series of ether-ester-substituted 1,4:3,6-dianhydrohexitols were synthesized and studied as chiral dopants to nematics as compositions with 4 '-pentyl-4-cyanobiphenyl. The most helical twisting power was found for bis-esters. Lesser values were found for mixed ether-esters with certain configuration. Other ethers and ether-esters revealed noticeably smaller values. Supramolecular peculiarities of such systems and their role in helical twisting are discussed.

  DOI：

  10.1080/15421406.2013.833476
• 作为产物：
  描述：

  对氟苯腈 、 异山梨醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以0.35 g的产率得到2,5-O,O-bis(4',4''-cyanophenyl)-1,4:3,6-dianhydro-D-sorbitole
  参考文献：
  名称：

  Structural Analysis of Chiral Dopants in Nematic Systems by Example of Ether-Ester-Substituted 1,4:3,6-Dianhydrohexitols

  摘要：

  Series of ether-ester-substituted 1,4:3,6-dianhydrohexitols were synthesized and studied as chiral dopants to nematics as compositions with 4 '-pentyl-4-cyanobiphenyl. The most helical twisting power was found for bis-esters. Lesser values were found for mixed ether-esters with certain configuration. Other ethers and ether-esters revealed noticeably smaller values. Supramolecular peculiarities of such systems and their role in helical twisting are discussed.

  DOI：

  10.1080/15421406.2013.833476

文献信息

• [DE] KOHLENHYDRATDERIVATE<br/>[EN] CARBOHYDRATE DERIVATIVES<br/>[FR] DERIVES D'HYDRATES DE CARBONE
  申请人：MERCK PATENT GMBH

  公开号：WO2003002568A1

  公开（公告）日：2003-01-09

  Neue Verbindungen der Formel 1 worin Y, T, W, R?1 und R2¿ die in Patentanspruch (1) angegebene Bedeutung haven, sind Inhibitoren des Koagulationsfaktors Xa und können zur Prophylaxe und/oder Therapie von thromboembolischen Erkrankungen und zur Behandlung von Tumoren eingesetzt werden.