O-ethyl (1-acetyl-4-oxo-2,3-dihydro-1,5-benzodiazepin-5-yl)methylsulfanylmethanethioate | 1167424-43-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: O-ethyl (1-acetyl-4-oxo-2,3-dihydro-1,5-benzodiazepin-5-yl)methylsulfanylmethanethioate
• CAS: 1167424-43-2
• 化学式: C₁₅H₁₈N₂O₃S₂
• 分子量: 338.452
• InChiKey: JUDJBIREPCRYHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  碳酸亚乙烯酯 、 O-ethyl (1-acetyl-4-oxo-2,3-dihydro-1,5-benzodiazepin-5-yl)methylsulfanylmethanethioate 在 过氧化双月桂酰 作用下， 以 乙酸乙酯 为溶剂， 以41%的产率得到(12R,16S)-6-acetyl-13,15-dioxa-6,10-diazatetracyclo[8.6.1.05,17.012,16]heptadeca-1(17),2,4-triene-9,14-dione
  参考文献：
  名称：

  Radical Arylaminomethylation of Unactivated Alkenes

  摘要：

  Xanthates derived from open chain or cyclic N-chloromethylanilides are capable of adding to various unactivated alkenes to give adducts which, in suitable cases, can be made to undergo ring closure onto the aromatic ring. This flexible arylaminomethylation of alkenes allows the rapid synthesis of open chain or polycyclic aniline derivatives.

  DOI：

  10.1021/ol901055j
• 作为产物：
  描述：

  聚合甲醛 、 potassium ethyl xanthogenate 、 5-acetyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one 在 三甲基氯硅烷 作用下， 以 乙腈 、 丙酮 为溶剂， 反应 16.67h， 以95%的产率得到O-ethyl (1-acetyl-4-oxo-2,3-dihydro-1,5-benzodiazepin-5-yl)methylsulfanylmethanethioate
  参考文献：
  名称：

  Radical Arylaminomethylation of Unactivated Alkenes

  摘要：

  Xanthates derived from open chain or cyclic N-chloromethylanilides are capable of adding to various unactivated alkenes to give adducts which, in suitable cases, can be made to undergo ring closure onto the aromatic ring. This flexible arylaminomethylation of alkenes allows the rapid synthesis of open chain or polycyclic aniline derivatives.

  DOI：

  10.1021/ol901055j

文献信息

• A direct, versatile route to functionalized trialkoxysilanes
  作者：Béatrice Quiclet-Sire、Yuuki Yanagisawa、Samir Z. Zard

  DOI：10.1039/c3cc48570f

  日期：——

  The peroxide initiated radical addition of dithiocarbonates (xanthates) to trialkoxy vinylsilanes leads to functionalized trialkoxysilanes. Prior addition of the dithiocarbonates to an alkene before reaction with the vinylsilane can be used to increase the complexity of the final product.

  过氧化物引发的二硫代碳酸酯（黄原酸酯）向三烷氧基乙烯基硅烷的自由基加成导致官能化的三烷氧基硅烷。在与乙烯基硅烷反应之前，将二硫代碳酸酯预先加到烯烃中可用于增加最终产物的复杂性。
• Radical Instability in Aid of Efficiency: A Powerful Route to Highly Functional MIDA Boronates
  作者：Béatrice Quiclet-Sire、Samir Z. Zard

  DOI：10.1021/jacs.5b03893

  日期：2015.6.3

  The inability of the sp(3) boron in MIDA boronates to stabilize an adjacent radical makes possible the efficient addition of a wide array Of xanthates to vinyl MIDA boronate, leading to highly functionalized and diverse aliphatic organoboron structures. The lack of radical Stabilization also allows the exchange Of the Xanthate in the adducts with a bromine. In one case, the bromine was substituted to generate a cyclopropyl MIDA derivative.