(4S,5S)-5-(3-hydroxypropyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide | 1216817-89-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4S,5S)-5-(3-hydroxypropyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
• CAS: 1216817-89-8
• 化学式: C₁₁H₂₁NO₅
• 分子量: 247.291
• InChiKey: IKECFSCOWHCOLL-IUCAKERBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  68.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-硝基苯基丝氰酸酯 、 (4S,5S)-5-(3-hydroxypropyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide 在 Bu₃P 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以89%的产率得到
  参考文献：
  名称：

  A chemoenzymatic and enantioselective total synthesis of the resorcylic acid lactone L-783,290, the trans-isomer of L-783,277

  摘要：

  The structure, 5, assigned to the resorcylic acid lactone L-783,290 has been prepared for the first time and in a modular fashion using a Heck reaction to link the readily available fragments 8 and 14. Chemoenzymatic methods were used to prepare the latter fragment, in enantiopure form, from chlorobenzene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.067
• 作为产物：
  描述：

  methyl (4S,5S)-5-(3-hydroxypropyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 、 二甲羟胺盐酸盐 在 异丙基溴化镁 作用下， 以 四氢呋喃 为溶剂， 反应 1.3h， 以90%的产率得到(4S,5S)-5-(3-hydroxypropyl)-N-methoxy-N,2,2-trimethyl-1,3-dioxolane-4-carboxamide
  参考文献：
  名称：

  A chemoenzymatic and enantioselective total synthesis of the resorcylic acid lactone L-783,290, the trans-isomer of L-783,277

  摘要：

  The structure, 5, assigned to the resorcylic acid lactone L-783,290 has been prepared for the first time and in a modular fashion using a Heck reaction to link the readily available fragments 8 and 14. Chemoenzymatic methods were used to prepare the latter fragment, in enantiopure form, from chlorobenzene. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.067

文献信息

• A chemoenzymatic and enantioselective total synthesis of the resorcylic acid lactone L-783,290, the trans-isomer of L-783,277
  作者：Andrew Lin、Anthony C. Willis、Martin G. Banwell

  DOI：10.1016/j.tetlet.2009.12.067

  日期：2010.2

  The structure, 5, assigned to the resorcylic acid lactone L-783,290 has been prepared for the first time and in a modular fashion using a Heck reaction to link the readily available fragments 8 and 14. Chemoenzymatic methods were used to prepare the latter fragment, in enantiopure form, from chlorobenzene. (C) 2009 Elsevier Ltd. All rights reserved.