S-((3S,4S,5R,E)-5-benzamido-3-morpholino-1,7-diphenylhept-1-en-4-yl) benzothioate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: S-((3S,4S,5R,E)-5-benzamido-3-morpholino-1,7-diphenylhept-1-en-4-yl) benzothioate
• 化学式: C₃₇H₃₈N₂O₃S
• 分子量: 590.786
• InChiKey: VWGKUQFMJODAMB-KBUFZAIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  43.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  58.64
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  S-((3S,4S,5R,E)-5-benzamido-3-morpholino-1,7-diphenylhept-1-en-4-yl) benzothioate 在 甲醇 作用下， 以0.0186 g的产率得到N-((3R,5S)-5-morpholino-1,7-diphenylheptan-3-yl)benzamide
  参考文献：
  名称：

  Stereocontrolled Synthesis of 1,2- and 1,3-Diamine Building Blocks from Aziridine Aldehyde Dimers

  摘要：

  Vicinal aziridine-containing diamines have been obtained with high syn-stereoselectivity from readily available aziridine aldehyde dimers in the Petasis borono-Mannich reaction. Subsequent solvent- and/or nucleophile-dependent ring-opening of the aziridine ring yields functionalized 1,2- and 1,3-diamines with high regioselectivity. The ring opening is also influenced by the substitution at the C3 position of the aziridine. A mechanistic rationale for the highly syn-selective three-component reaction is proposed.

  DOI：

  10.1021/jo401489q
• 作为产物：
  描述：

  以 氯仿 为溶剂， 反应 14.0h， 生成 S-((3S,4S,5R,E)-5-benzamido-3-morpholino-1,7-diphenylhept-1-en-4-yl) benzothioate
  参考文献：
  名称：

  Stereocontrolled Synthesis of 1,2- and 1,3-Diamine Building Blocks from Aziridine Aldehyde Dimers

  摘要：

  Vicinal aziridine-containing diamines have been obtained with high syn-stereoselectivity from readily available aziridine aldehyde dimers in the Petasis borono-Mannich reaction. Subsequent solvent- and/or nucleophile-dependent ring-opening of the aziridine ring yields functionalized 1,2- and 1,3-diamines with high regioselectivity. The ring opening is also influenced by the substitution at the C3 position of the aziridine. A mechanistic rationale for the highly syn-selective three-component reaction is proposed.

  DOI：

  10.1021/jo401489q

文献信息

• Stereocontrolled Synthesis of 1,2- and 1,3-Diamine Building Blocks from Aziridine Aldehyde Dimers
  作者：Sean K. Liew、Zhi He、Jeffrey D. St. Denis、Andrei K. Yudin

  DOI：10.1021/jo401489q

  日期：2013.12.6

  Vicinal aziridine-containing diamines have been obtained with high syn-stereoselectivity from readily available aziridine aldehyde dimers in the Petasis borono-Mannich reaction. Subsequent solvent- and/or nucleophile-dependent ring-opening of the aziridine ring yields functionalized 1,2- and 1,3-diamines with high regioselectivity. The ring opening is also influenced by the substitution at the C3 position of the aziridine. A mechanistic rationale for the highly syn-selective three-component reaction is proposed.