methyl 2-{N-[6-(3-iodophenyl)hexyl]-N-(tert-butyloxycarbonyl)-amino}prop-2-enoate | 756891-04-0

• 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: methyl 2-{N-[6-(3-iodophenyl)hexyl]-N-(tert-butyloxycarbonyl)-amino}prop-2-enoate
• CAS: 756891-04-0
• 化学式: C₂₁H₃₀INO₄
• 分子量: 487.378
• InChiKey: KXCQMUBZHODIQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.32
• 重原子数：
  27.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  methyl 2-{N-[6-(3-iodophenyl)hexyl]-N-(tert-butyloxycarbonyl)-amino}prop-2-enoate 在 palladium diacetate 3 A molecular sieve 、 四丁基氯化铵 、 碳酸氢钠 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以41%的产率得到8,23-dicarbomethoxy-7,22-N,N-di-(tert-butyloxycarbonyl)-[9.9]metacyclophan-8,23-diene
  参考文献：
  名称：

  Synthesis of meta- and paracyclophanes containing unsaturated amino acid residues

  摘要：

  [7.7], [8.8], [9.9] and [13.13] Paracyclophanes and [9.9] and [13.13] metacyclophanes containing two unsaturated amino acid residues have been synthesised. An X-ray crystallographic study of three of the paracyclophanes and molecular modelling of two paracyclophanes and two metacyclophanes revealed two main structural types. The 'staggered' structure appears to be favoured by longer hydrocarbon chains, whilst the 'barrel' structure appears to be more accessible to compounds containing shorter hydrocarbon chains. The [9.9] paracyclophane has been hydrogenated and deprotected to give a saturated amino acid, and an alternative approach to key aldehydes is reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.062
• 作为产物：
  描述：

  N-[6-(3-iodophenyl)hexyl]serine methyl ester 在 三乙胺 、 对甲苯磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 生成 methyl 2-{N-[6-(3-iodophenyl)hexyl]-N-(tert-butyloxycarbonyl)-amino}prop-2-enoate
  参考文献：
  名称：

  Synthesis of meta- and paracyclophanes containing unsaturated amino acid residues

  摘要：

  [7.7], [8.8], [9.9] and [13.13] Paracyclophanes and [9.9] and [13.13] metacyclophanes containing two unsaturated amino acid residues have been synthesised. An X-ray crystallographic study of three of the paracyclophanes and molecular modelling of two paracyclophanes and two metacyclophanes revealed two main structural types. The 'staggered' structure appears to be favoured by longer hydrocarbon chains, whilst the 'barrel' structure appears to be more accessible to compounds containing shorter hydrocarbon chains. The [9.9] paracyclophane has been hydrogenated and deprotected to give a saturated amino acid, and an alternative approach to key aldehydes is reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.05.062