(Z)-thiacyclooct-4-ene 1,1-dioxide | 72075-87-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 磺酰类
• 英文名称: (Z)-thiacyclooct-4-ene 1,1-dioxide
• 英文别名: cis-Thiacyclooct-4-ene 1,1-dioxide；(5Z)-3,4,7,8-tetrahydro-2H-thiocine 1,1-dioxide
• CAS: 72075-87-7
• 化学式: C₇H₁₂O₂S
• 分子量: 160.237
• InChiKey: QAARPTAOVBYMRX-UPHRSURJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-Thiacyclooct-4-ene 在 sodium hypochlorite 、 periodate 作用下， 以 水 为溶剂， 反应 7.0h， 生成 (Z)-thiacyclooct-4-ene 1,1-dioxide
  参考文献：
  名称：

  Olefin inversion. Protection of the sulfide function in the stereospecific synthesis of trans-thiacyclooct-4-ene

  摘要：

  DOI：

  10.1021/jo01290a011

文献信息

• Medium-ring .gamma.-epoxy sulfones. Regio- and stereochemistry of the butyllithium-promoted transannular epoxide ring opening
  作者：Vanda Cere、Claudio Paolucci、Salvatore Pollicino、Edda Sandri、Antonino Fava

  DOI：10.1021/jo00014a035

  日期：1991.7

  Cyclic 8- and 9-membered E and Z gamma-epoxy sulfones yield bicyclic hydroxy sulfones stereospecifically upon treatment with BuLi in THF. The distribution of regioisomeric products markedly depends on the metalation mode, portionwise or at once. This suggests that the metal/proton exchange between the two positions alpha to the sulfone function is slow, relative to transannular cyclization, under conditions of complete metalation, but becomes fast in the presence of unmetalated sulfone (probably acting as a H+-transfer agent). The product distribution also depends, though to a lesser extent, on temperature, perhaps in relation to changes in the aggregation of the organolithium intermediate. An unexpected phenomenon was observed with the 8-membered Z epoxy sulfone at -70-degrees-C, where the time dependence of the transannular cyclization is consistent with an equilibrium being reached at 2/3 conversion. However, at -40-degrees-C or higher the reaction proceeds to completion without difficulty. A low-temperature metastable equilibrium is suggested involving some kind of aggregate of the lithio sulfone with the lithioalkoxide product.
• CERE V.; GUENZI A.; POLLICINO S.; SANDRI E.; FAVA A., J. ORG. CHEM., 1980, 45, NO 2, 261-264
  作者：CERE V.、 GUENZI A.、 POLLICINO S.、 SANDRI E.、 FAVA A.

  DOI：——

  日期：——
• [EN] MACROLIDE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSÉS MACROLIDES ET PROCÉDÉS DE FABRICATION ET D'UTILISATION DE CEUX-CI
  申请人：RIB X PHARMACEUTICALS INC

  公开号：WO2008106224A1

  公开（公告）日：2008-09-04

  [EN] The present invention provides triazole macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, antiproliferative, anti-inflammatory, and prokinetic agents.
  [FR] L'invention concerne des composés macrocycliques triazole utiles en tant qu'agents thérapeutiques. Plus particulièrement, ces composés sont utiles en tant qu'agents anti-infectieux, anti-prolifération, anti-inflammatoires et procinétiques.
• [EN] MACROLIDE COMPOUNDS AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPOSÉS MACROLIDES ET PROCÉDÉS POUR LEUR FABRICATION ET LEUR UTILISATION
  申请人：RIB X PHARMACEUTICALS INC

  公开号：WO2008143729A2

  公开（公告）日：2008-11-27

  [EN] The present invention provides a family of branched amide containing macrocyclic compounds useful as therapeutic agents. More particularly, these compounds are useful as anti-infective, antiproliferative, anti-inflammatory, and prokinetic agents.
  [FR] La présente invention concerne une famille d'amide ramifiée contenant des composés macrocycliques utiles comme agents thérapeutiques. En particulier, ces composés sont utiles comme agents anti-infectieux, anti-prolifération, anti-inflammatoire et procinétiques.
• Olefin inversion. Protection of the sulfide function in the stereospecific synthesis of trans-thiacyclooct-4-ene
  作者：Vanda Cere、Alberto Guenzi、Salvatore Pollicino、Edda Sandri、Antonino Fava

  DOI：10.1021/jo01290a011

  日期：1980.1