(4S,5R)-4-[(1S)-1-bromohexyl]-5-phenylsulfanyloxathiazepane 2,2-dioxide | 1383917-32-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (4S,5R)-4-[(1S)-1-bromohexyl]-5-phenylsulfanyloxathiazepane 2,2-dioxide
• CAS: 1383917-32-5
• 化学式: C₁₆H₂₄BrNO₃S₂
• 分子量: 422.407
• InChiKey: HCADQFPVYFFTSP-ARFHVFGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  89.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  在 N-溴代丁二酰亚胺(NBS) 、 sodium cyanoborohydride 作用下， 以67%的产率得到(4S,5R)-4-[(1S)-1-bromohexyl]-5-phenylsulfanyloxathiazepane 2,2-dioxide
  参考文献：
  名称：

  [EN] BICYCLIC METHYLENE AZIRIDINES AND REACTIONS THEREOF
  [FR] MÉTHYLÈNE AZIRIDINES BICYCLIQUES ET RÉACTIONS DE CELLES-CI

  摘要：

  烯烃的氧化官能化是形成邻位碳-杂原子键的常见方法。然而，将联烯转化为含有三个相邻碳-杂原子键的合成基团的氧化方法发展得较少。本文描述了通过分子内联烯氮杂环化制备的双环亚甲基环氮烷（MAs）作为支架，用于官能化所有三个联烯碳原子，以及其他反应。

  公开号：

  WO2013033245A1

文献信息

• Modular Functionalization of Allenes to Aminated Stereotriads
  作者：Christopher S. Adams、Luke A. Boralsky、Ilia A. Guzei、Jennifer M. Schomaker

  DOI：10.1021/ja304859w

  日期：2012.7.4

  Nitrogen-containing stereotriads, compounds with three adjacent stereodefined carbons, are commonly found in biologically important molecules. However, the preparation of molecules bearing these motifs can be challenging. Herein, we describe a modular oxidation protocol which converts a substituted allene to a triply functionalized amine of the form C-X/C-N/C-Y. The key step employs a Rh-catalyzed intramolecular conversion of the allene to a strained bicyclic methylene aziridine. This reactive intermediate is further elaborated to the target products, often in one reaction vessel and with effective transfer of the axial chirality of the allene to point chirality in the stereotriad.
• BICYCLIC METHYLENE AZIRIDINES AND REACTIONS THEREOF
  申请人：Wisconsin Alumni Research Foundation

  公开号：US20160075668A1

  公开（公告）日：2016-03-17

  The oxidative functionalization of olefins is a common method for the formation of vicinal carbon-heteroatom bonds. However, oxidative methods to transform allenes into synthetic motifs containing three contiguous carbon-heteroatom bonds are much less developed. The use of bicyclic methylene aziridines (MAs), prepared via intramolecular allene aziridination, as scaffolds for functionalization of all three allene carbons, among other reactions, is described herein.
• US9221842B2
  申请人：——

  公开号：US9221842B2

  公开（公告）日：2015-12-29
• US9783512B2
  申请人：——

  公开号：US9783512B2

  公开（公告）日：2017-10-10