threo-1-(4-methoxyphenyl)propane-1,2-diyl diacetate | 86659-37-2

• 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: threo-1-(4-methoxyphenyl)propane-1,2-diyl diacetate
• 英文别名: 1-(4-methoxyphenyl)propane-1,2-diyl diacetate
• CAS: 86659-37-2；86659-44-1；97424-75-4
• 化学式: C₁₄H₁₈O₅
• 分子量: 266.294
• InChiKey: GEJOMFIPICIJKP-LKFCYVNXSA-N

物化性质

• 沸点：
  353.0±32.0 °C(Predicted)
• 密度：
  1.124±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.25
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  乙酸酐 、 threo-anethole glycol 在 吡啶 作用下， 以7 mg的产率得到threo-1-(4-methoxyphenyl)propane-1,2-diyl diacetate
  参考文献：
  名称：

  Five New Monoterpene Glycosides and Other Compounds from Foeniculi Fructus (Fruit of Foeniculum vulgare MILLER).

  摘要：

  Five new monoterpene glycosides, foeniculosides V, VI, VII, VIII and IX, were isolated form Foeniculi Fructus (fruit of Foeniculum vulgare MILLER) along with seven known compounds, zizybeoside I, icaviside A4, syringin, sinapyl alcohol 1, , 3'-di-O-β-D-glucopyranoside, adenosine, threo-anethole glycol and erythro-anethole glycol. The structures of foeniculosides V, VI, VII, VIII and IX were characterized as β-D-glucopyranosides of (1S, 2R, 4S)-2, 4-dihydroxy-1, 8-cineole-2-O-, (1R, 4R, 6R)-4, 6-dihydroxy-1, 8-cineole-6-O-, (1R, 4R, 6R)-4, 6-dihydroxy-1, 8-cineole-4-O-, (1S, 2R, 4R, 6S)-2, 6-dihydroxy-1, 8-cineole-2-O- and (1S, 2R, 4S, 5R)-2, 5-dihydroxy-1, 8-cineole-2-O-, respectively, on the basis of chemical and spectroscopic data.

  DOI：

  10.1248/cpb.44.337

文献信息

• B₂pin₂-Mediated Palladium-Catalyzed Diacetoxylation of Aryl Alkenes with O₂ as Oxygen Source and Sole Oxidant
  作者：Jiuzhong Huang、Lu Ouyang、Jianxiao Li、Jia Zheng、Wuxin Yan、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/acs.orglett.8b01806

  日期：2018.9.7

  A novel palladium-catalyzed alkene diacetoxylation with dioxygen (O-2) as both the sole oxidant and oxygen source is developed, which was identified by O-18-isotope labeling studies. Control experiments suggested that bis(pinacolato)diboron (B(2)pin(2)) played a dominant intermediary role in the formation of a C-O bond. This method performed good functional group tolerance with moderate to excellent yields, which could be successfully applied to the late-stage modification of natural products. Furthermore, an atmospheric pressure of dioxygen enhances the practicability of the protocol.
• Citterio, Attilio; Arnoldi, Claudio; Giordano, Claudio, Journal of the Chemical Society. Perkin transactions I, 1983, # 5, p. 891 - 896
  作者：Citterio, Attilio、Arnoldi, Claudio、Giordano, Claudio、Castaldi, Grasiano

  DOI：——

  日期：——