(1S,2S,3S,4R)-methyl 3-(N-((R)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-N-propargylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate | 910785-61-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (1S,2S,3S,4R)-methyl 3-(N-((R)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-N-propargylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate
• CAS: 910785-61-4
• 化学式: C₂₃H₂₇ClN₂O₄
• 分子量: 430.931
• InChiKey: FQAZKQKECNLGHT-OMQSBVIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.73
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  67.87
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  (1S,2S,3S,4R)-methyl 3-(N-((R)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-N-propargylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 (2S,3S,3aS,9aS,9bR)-diethyl 4-((R)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-2,3,3a,4,5,9,10b-heptahydro-3-methoxycarbonyl-2-vinylfuro[3,2-h]pyrido[4,3-c]pyridazine-8,9(7H,10aH)-dicarboxylate
  参考文献：
  名称：

  Preparation of optically pure fused polycyclic scaffolds by Ugi reaction followed by olefin and enyne metathesis

  摘要：

  Optically pure fused polycyclic scaffolds containing up to eight stereocentres have been synthesised by olefin metathesis and tandem enyne metathesis/Diels-Alder addition of Ugi multicomponent reaction adducts generated from 7-oxa-[2.2.1]-bicyclic amino acid derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.061
• 作为产物：
  描述：

  (1S,2S,3S,4R)-3-Prop-2-ynylamino-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid 、 甲醇 、 异氰酸叔丁酯 、 4-氯苯甲醛 生成 (1S,2S,3S,4R)-methyl 3-(N-((S)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-N-propargylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate 、 (1S,2S,3S,4R)-methyl 3-(N-((R)-(tert-butylcarbamoyl)(4-chlorophenyl)methyl)-N-propargylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate
  参考文献：
  名称：

  Preparation of optically pure fused polycyclic scaffolds by Ugi reaction followed by olefin and enyne metathesis

  摘要：

  Optically pure fused polycyclic scaffolds containing up to eight stereocentres have been synthesised by olefin metathesis and tandem enyne metathesis/Diels-Alder addition of Ugi multicomponent reaction adducts generated from 7-oxa-[2.2.1]-bicyclic amino acid derivatives. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.06.061