α-methoxy-3,4-methylenedioxybenzyltriethylphosphonium bromide | 1241896-17-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: α-methoxy-3,4-methylenedioxybenzyltriethylphosphonium bromide
• 英文别名: [1,3-Benzodioxol-5-yl(methoxy)methyl]-triethylphosphanium;bromide
• CAS: 1241896-17-2
• 化学式: Br*C₁₅H₂₄O₃P
• 分子量: 363.232
• InChiKey: GEFLVCBMHNWUNE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.14
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-methoxy-3,4-methylenedioxybenzyltriethylphosphonium bromide 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 反应 0.83h， 生成
  参考文献：
  名称：

  Discovery of a new class of cinnamyl-triazole as potent and selective inhibitors of aromatase (cytochrome P450 19A1)

  摘要：

  Synthesis of a novel class of natural product inspired cinnamyl-containing 1,4,5-triazole and the potent inhibition of human aromatase (CYP 450 19A1) by select members is described. Structure-activity data generated provides insights into the requirements for potency particularly the inclusion of an aryl bromide or chloride residue as a keto-bioisostere. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.07.083
• 作为产物：
  描述：

  triethylphosphine hydrobromide 、 5-二甲氧基甲基苯并[1,3]间二氧杂环戊烯 反应 0.83h， 以99%的产率得到α-methoxy-3,4-methylenedioxybenzyltriethylphosphonium bromide
  参考文献：
  名称：

  三乙基和三苯基膦盐与二甲基缩醛反应中的二分反应性：α-烷氧基官能化叶立德的新入口和乙烯基醚和烷氧基二烯的一般合成

  摘要：

  三烷基与三苯基膦 HBr 盐与缩醛反应中二分反应性的发现允许进入官能化的 α-甲氧基鏻盐和叔膦甲基化的新方法。新协议打开了合成乙烯基醚和差异取代的 1,3-二烯的通用入口，通过来自 α-甲氧基鏻盐的官能化叶立德的 Wittig 反应。

  DOI：

  10.1002/ejoc.201000601

文献信息

• Dichotomous Reactivity in the Reaction of Triethyl- and Triphenylphosphane HBr Salts with Dimethyl Acetals: A Novel Entry to α-Alkoxy-Functionalized Ylides and General Synthesis of Vinyl Ethers and Alkoxy Dienes
  作者：Priyabrata Das、James McNulty

  DOI：10.1002/ejoc.201000601

  日期：2010.7

  discovery of dichotomous reactivity in the reaction of trialkyl- vs. triphenylphosphane HBr salts with acetals allows entry to functionalized α-methoxy phosphonium salts and a novel process for tertiary phosphane methylation. The new protocol opens a general entry to the synthesis of vinyl ethers and differentially substituted 1,3-dienes via Wittig reactions of the functionalized ylides derived from

  三烷基与三苯基膦 HBr 盐与缩醛反应中二分反应性的发现允许进入官能化的 α-甲氧基鏻盐和叔膦甲基化的新方法。新协议打开了合成乙烯基醚和差异取代的 1,3-二烯的通用入口，通过来自 α-甲氧基鏻盐的官能化叶立德的 Wittig 反应。
• Discovery of a new class of cinnamyl-triazole as potent and selective inhibitors of aromatase (cytochrome P450 19A1)
  作者：James McNulty、Kunal Keskar、Denis J. Crankshaw、Alison C. Holloway

  DOI：10.1016/j.bmcl.2014.07.083

  日期：2014.9

  Synthesis of a novel class of natural product inspired cinnamyl-containing 1,4,5-triazole and the potent inhibition of human aromatase (CYP 450 19A1) by select members is described. Structure-activity data generated provides insights into the requirements for potency particularly the inclusion of an aryl bromide or chloride residue as a keto-bioisostere. (C) 2014 Elsevier Ltd. All rights reserved.