2-[(E)-2-iodo-4-(oxan-2-yloxy)but-2-enoxy]oxane | 1094561-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧烷类
• 英文名称: 2-[(E)-2-iodo-4-(oxan-2-yloxy)but-2-enoxy]oxane
• CAS: 1094561-64-4
• 化学式: C₁₄H₂₃IO₄
• 分子量: 382.239
• InChiKey: YRKBWSIKBGQWEJ-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-苯基-1H-四唑 、 2-[(E)-2-iodo-4-(oxan-2-yloxy)but-2-enoxy]oxane 在 copper(l) iodide 、 三(2-呋喃基)膦 、 palladium diacetate 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以56%的产率得到(Z)-5-[1,4-bis(tetrahydropyran-2-yloxy)but-2-en-2-yl]-1-phenyl-1H-tetrazole
  参考文献：
  名称：

  Direct C−H Arylation and Alkenylation of 1-Substituted Tetrazoles: Phosphine As Stabilizing Factor

  摘要：

  Direct arylation and alkenylation of 1-substituted tetrazoles was achieved via Pd catalysis in the presence of CuI and CS2CO3. Unlike the related reactions of imidazoles and purines, phosphine ligand was necessary to prevent the intermediate tetrazolyl-Pd-II species from fragmentation into the corresponding cyanamide, Various 1,5-disubstituted tetrazoles were prepared with good to excellent isolated yields.

  DOI：

  10.1021/jo902180u

文献信息

• A Short Entry to α-Substituted γ-Alkylidene Pentenolides. Synthesis and Preliminary Biological Evaluation of Novel Gelastatin Analogues
  作者：Jan Pavlík、Ivan Šnajdr、Jiří Kuneš、Marcel Špulák、Milan Pour

  DOI：10.1021/jo802082t

  日期：2009.1.16

  Biologically interesting 2-substituted 4-alkylidene pentenolides were prepared with complete control of regio- and stereoselectivity from 2-iodo allylic alcohols via an array of Pd-catalyzed processes, including alkynylation with methyl propiolate, tributyltin hydride addition, and alpha-functionalization. Some of the compounds possess selective cytostatic activity against ovarian carcinoma HeLa S3 and leukemia CCRF-CEM cell lines.