(-)-(1S,3S,5S)-3-allyloxy-5-[N-(but-3-enyl)-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate | 501416-09-7

• 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,3S,5S)-3-allyloxy-5-[N-(but-3-enyl)-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate
• 英文别名: [(1S,4S,6S)-4-[but-3-enyl-(2-nitrophenyl)sulfonylamino]-6-prop-2-enoxycyclohept-2-en-1-yl] acetate
• CAS: 501416-09-7
• 化学式: C₂₂H₂₈N₂O₇S
• 分子量: 464.54
• InChiKey: JINMVCGBNIWJIO-AQNXPRMDSA-N

物化性质

• 沸点：
  582.9±60.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  32
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (-)-(1S,3S,5S)-3-allyloxy-5-[N-(but-3-enyl)-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate 在 Grubbs catalyst first generation 、 乙烯 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以74%的产率得到(+)-(2S,4S)-2-[(2S)-(N-(2-nitrobenzenesulfonyl)-1,2,5,6-tetrahydropyrid-2-yl)methyl]-2,3,4,7-tetrahydrooxepin-4-yl acetate
  参考文献：
  名称：

  Ruthenium catalyzed ring rearrangement: a rapid entry to substituted aza- and oxacycles

  摘要：

  A ring-closing metathesis (RCM) and a ring-opening metathesis (ROM) are combined in a domino process giving access to a variety of aza- and oxacyles, equipped with highly functionalized side chains, starting from readily accessible cyclopentenyl or cycloheptenyl ethers and amines. The role of different protective groups is examined as well as the influence of the relative configuration of stereocenters of the substrate molecules. Substituted 2,5-dihydro-furans and -pyrroles, 1,2,5,6-tetrahydropyranes and -pyridines as well as 2,3,4,7-tetrahydrooxepines are available via this methodology. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00832-3
• 作为产物：
  描述：

  (-)-(1S,3S,5S)-5-[N-(but-3-enyl)-N-(2-nitrobenzenesulfonyl)amino]-3-(tert-butyl-dimethylsilanyloxy)cyclohept-6-enyl acetate 在 三氟甲磺酸 、 四丁基氟化铵 作用下， 以 四氢呋喃 、 二氯甲烷 、 环己烷 为溶剂， 反应 2.0h， 生成 (-)-(1S,3S,5S)-3-allyloxy-5-[N-(but-3-enyl)-N-(2-nitrobenzenesulfonyl)amino]cyclohept-6-enyl acetate
  参考文献：
  名称：

  Ruthenium catalyzed ring rearrangement: a rapid entry to substituted aza- and oxacycles

  摘要：

  A ring-closing metathesis (RCM) and a ring-opening metathesis (ROM) are combined in a domino process giving access to a variety of aza- and oxacyles, equipped with highly functionalized side chains, starting from readily accessible cyclopentenyl or cycloheptenyl ethers and amines. The role of different protective groups is examined as well as the influence of the relative configuration of stereocenters of the substrate molecules. Substituted 2,5-dihydro-furans and -pyrroles, 1,2,5,6-tetrahydropyranes and -pyridines as well as 2,3,4,7-tetrahydrooxepines are available via this methodology. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00832-3