meso-(tetrahydrofuran-2,5-diyl)bis(methylene)bis(4-methylbenzenesulfonate) | 55606-07-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: meso-(tetrahydrofuran-2,5-diyl)bis(methylene)bis(4-methylbenzenesulfonate)
• 英文别名: cis-1,3-bis-(toluene-4-sulfonyloxymethyl)-cyclopentane；cis-1,3-Bis-(toluol-4-sulfonyloxymethyl)-cyclopentan；[(1R,3S)-3-[(4-methylphenyl)sulfonyloxymethyl]cyclopentyl]methyl 4-methylbenzenesulfonate
• CAS: 55606-07-0
• 化学式: C₂₁H₂₆O₆S₂
• 分子量: 438.566
• InChiKey: RVIDYURWCGJYST-KDURUIRLSA-N

物化性质

• 熔点：
  108.5-109.0 °C
• 沸点：
  594.4±25.0 °C(Predicted)
• 密度：
  1.258±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  86.74
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  meso-(tetrahydrofuran-2,5-diyl)bis(methylene)bis(4-methylbenzenesulfonate) 在 sodium azide 作用下， 以 丙酮 为溶剂， 生成 cis-1,3-Bis-azidomethyl-cyclopentan
  参考文献：
  名称：

  Kirmse,W.; Brinkmann,B., Chemische Berichte, 1970, vol. 103, p. 925 - 937

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯磺酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 meso-(tetrahydrofuran-2,5-diyl)bis(methylene)bis(4-methylbenzenesulfonate)
  参考文献：
  名称：

  502的1的异构体形式的配置：1,3-二甲基环戊烷

  摘要：

  DOI：

  10.1039/jr9530002477

文献信息

• Buchta,E.; Billenstein,S., Justus Liebigs Annalen der Chemie, 1966, vol. 692, p. 42 - 52
  作者：Buchta,E.、Billenstein,S.

  DOI：——

  日期：——
• Efficient Synthesis of 8-Oxa-3-aza-bicyclo[3.2.1]octane Hydrochloride
  作者：Terrence J. Connolly、John L. Considine、Zhixian Ding、Brian Forsatz、Mellard N. Jennings、Michael F. MacEwan、Kevin M. McCoy、David W. Place、Archana Sharma、Karen Sutherland

  DOI：10.1021/op9002642

  日期：2010.3.19

  A four-step process to generate 8-oxa-3-aza-bicyclo[3.2.1]octane hydrochloride starting with 5-hydroxymethyl-2-furfuraldehyde is described. Raney nickel-mediated reduction of 5-hydroxymethyl-2-furfuraldehyde afforded 2,5-bis(hydroxymethyl)tetrahydrofuran with a predominantly cis configuration. Conversion of the diol to a ditosylate, followed by cyclization with benzylamine generated the 8-oxa-3-aza-bicyclo[3.2.1]octane core. The title compound was prepared via hydrogenolysis of the N-benzyl group with Pearlman's catalyst and isolated as the hydrochloride salt front it mixture of 2-propanol and heptane. The overall yield for the process was 43-64%. An impurity generated during scale tip highlighted the need for a strict in-process specification for acetonitrile content prior to performing the final hydrogenolysis. Ethanol conditioning of all processing equipment that had acetonitrile contact prior to the introduction of the substrate stock solution is highly recommended.
• Birch; Dean, Justus Liebigs Annalen der Chemie, 1954, vol. 585, p. 234,238
  作者：Birch、Dean

  DOI：——

  日期：——
• SOMMESE, ANTHONY G.;CREMER, SHELDON E.;CAMPBELL, JAMES A.;THOMPSON, MICHA+, ORGANOMETALLICS, 9,(1990) N, C. 1784-1792
  作者：SOMMESE, ANTHONY G.、CREMER, SHELDON E.、CAMPBELL, JAMES A.、THOMPSON, MICHA+

  DOI：——

  日期：——