5-Tosyloxy-2,2-ethylenedioxypentane | 41913-82-0

• 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: 5-Tosyloxy-2,2-ethylenedioxypentane
• 英文别名: 3-(2-Methyl-1,3-dioxolan-2-yl)propyl 4-methylbenzenesulfonate
• CAS: 41913-82-0
• 化学式: C₁₄H₂₀O₅S
• 分子量: 300.376
• InChiKey: ZWHAKARYTSIEJZ-UHFFFAOYSA-N

物化性质

• 沸点：
  419.8±25.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  70.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Tosyloxy-2,2-ethylenedioxypentane 在 sodium bromide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 2-(3-溴丙基)-2-甲基-1,3-二氧戊环
  参考文献：
  名称：

  昆虫信息素及其类似物。四十七。11-oxododeca-3,6-二炔酸的合成 ? Oryzaephilus mercator 和 O. Surinamensis 信息素大环内酯组分的无环前体

  摘要：

  提出了一种合成 11-oxododeca-3,6-diynoic 酸的新方法，它是 Oryzaephilus mercator and O 信息素的大环内酯组分的无环前体。苏里南 - 从容易获得的四氢吡喃或烯丙基丙酮通过中间体 5-溴-2,2-亚乙基二氧戊烷。

  DOI：

  10.1007/bf00630126
• 作为产物：
  描述：

  3-乙酰丙基乙酸酯 在 吡啶 、 sodium hydroxide 、 对甲苯磺酸 作用下， 以 乙醇 、 苯 为溶剂， 反应 63.0h， 生成 5-Tosyloxy-2,2-ethylenedioxypentane
  参考文献：
  名称：

  Odinokov, V. N.; Kukovinets, O. S.; Zainullin, R. A., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, # 11, p. 2017 - 2021

  摘要：

  DOI：

文献信息

• Potentiation of cADPR-Induced Ca²⁺-Release by Methylxanthine Analogues
  作者：Rosaria A. Cavallaro、Luigi Filocamo、Annamaria Galuppi、Antony Galione、Mario Brufani、Armando A. Genazzani

  DOI：10.1021/jm980469t

  日期：1999.7.1

  Caffeine and other methylxanthines are known to induce Ca2+-release from intracellular stores via the ryanodine receptor. In the present work, a range of caffeine analogues, in which methyl groups at the 1 and 7 positions were replaced with alkyl chains containing different functional groups (oxo, hydroxyl, propargyl, ester, and acids), were synthesized. These compounds were then screened for their ability to potentiate Ca2+-release induced by cADPR (an endogenous modulator of ryanodine receptors) in sea urchin egg homogenates. Two of the synthesized methylxanthines, 1,3-dimethyl-7-(7-hydroxyoctyl)xanthine (37) and 3-methyl-7-(7-oxooctyl)-1-propargylxanthine (66), were shown to be more potent than caffeine in potentiating cADPR-induced Ca2+-release, while 1,3-dimethyl-7-(5-ethylcarboxypentyl)xanthine (14) was shown to be more efficacious. The development of new methylxanthine analogues may lead to a better understanding of ryanodine receptor function and could possibly provide novel therapeutic agents.
• Total synthesis of antibiotic karnamicin B1
  作者：Kazuyuki Umemura、Koichi Watanabe、Kazumasa Ono、Masanori Yamaura、Juji Yoshimura

  DOI：10.1016/s0040-4039(97)01039-3

  日期：1997.7

  The novel antifungal kamamicin B-1 (1), 5-hydroxy-3,4-dimethoxy-2-2-(4-oxopentyl)-4-thiazolyl}pyridine-6-carboxamide was first synthesized via the formation of partially methylated trihydroxy pyridine by ring-transformation from the corresponding furan derivative and subsequent regioselective introduction of 2,6-substituents using Meisenheimer-type reaction. (C) 1997 Elsevier Science Ltd.