(1S,2R)-2-[6-[(8aR)-4,6,7,8-tetrahydro-1,3-benzodioxin-8a-yl]-4-(benzenesulfonyl)-3-oxohexyl]-2-methyl-3-oxocyclopentane-1-carbonitrile | 210834-61-0

• 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: (1S,2R)-2-[6-[(8aR)-4,6,7,8-tetrahydro-1,3-benzodioxin-8a-yl]-4-(benzenesulfonyl)-3-oxohexyl]-2-methyl-3-oxocyclopentane-1-carbonitrile
• CAS: 210834-61-0
• 化学式: C₂₇H₃₃NO₆S
• 分子量: 499.628
• InChiKey: FYOADBPGEHPWFF-XJVBIMDVSA-N

物化性质

• 沸点：
  710.884±60.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.282±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  119
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (1S,2R)-2-[6-[(8aR)-4,6,7,8-tetrahydro-1,3-benzodioxin-8a-yl]-4-(benzenesulfonyl)-3-oxohexyl]-2-methyl-3-oxocyclopentane-1-carbonitrile 在 samarium diiodide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 (1S,3aR,7aR)-3a-Hydroxy-7a-methyl-4-[(R)-2-(4,6,7,8-tetrahydro-benzo[1,3]dioxin-8a-yl)-ethyl]-5-trimethylsilanyloxy-2,3,3a,6,7,7a-hexahydro-1H-indene-1-carbonitrile
  参考文献：
  名称：

  Intramolecular Heck cyclization of α-sulfenyl enol triflates. Asymmetric synthesis of a pentacyclic cardenolide precursor having functionality at C-11

  摘要：

  A concise route to the core of complex cardenolides is described. The sequence features use of a sulfone to join enantioenriched A and D ring fragments and also control intramolecular aldolization to generate ring C and an intramolecular Heck cyclization of an alpha-sulfenyl enol triflate to form the steroid skeleton. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00860-0
• 作为产物：
  描述：

  (benzenesulfonyl)methyllithium 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (1S,2R)-2-[6-[(8aR)-4,6,7,8-tetrahydro-1,3-benzodioxin-8a-yl]-4-(benzenesulfonyl)-3-oxohexyl]-2-methyl-3-oxocyclopentane-1-carbonitrile
  参考文献：
  名称：

  Intramolecular Heck cyclization of α-sulfenyl enol triflates. Asymmetric synthesis of a pentacyclic cardenolide precursor having functionality at C-11

  摘要：

  A concise route to the core of complex cardenolides is described. The sequence features use of a sulfone to join enantioenriched A and D ring fragments and also control intramolecular aldolization to generate ring C and an intramolecular Heck cyclization of an alpha-sulfenyl enol triflate to form the steroid skeleton. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00860-0

文献信息

• Intramolecular Heck cyclization of α-sulfenyl enol triflates. Asymmetric synthesis of a pentacyclic cardenolide precursor having functionality at C-11
  作者：John Hynes、Larry E Overman、Talal Nasser、Paul V Rucker

  DOI：10.1016/s0040-4039(98)00860-0

  日期：1998.6

  A concise route to the core of complex cardenolides is described. The sequence features use of a sulfone to join enantioenriched A and D ring fragments and also control intramolecular aldolization to generate ring C and an intramolecular Heck cyclization of an alpha-sulfenyl enol triflate to form the steroid skeleton. (C) 1998 Elsevier Science Ltd. All rights reserved.