[(2S)-pent-4-en-2-yl] 2,4-dimethoxy-6-[3-[(4S,5S)-5-[methoxy(methyl)carbamoyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propyl]benzoate | 1216818-07-3

• 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: [(2S)-pent-4-en-2-yl] 2,4-dimethoxy-6-[3-[(4S,5S)-5-[methoxy(methyl)carbamoyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propyl]benzoate
• CAS: 1216818-07-3
• 化学式: C₂₅H₃₇NO₈
• 分子量: 479.571
• InChiKey: KNNDFFHCWMUUBR-BPXKWBHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  92.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2S)-pent-4-en-2-yl] 2,4-dimethoxy-6-[3-[(4S,5S)-5-[methoxy(methyl)carbamoyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propyl]benzoate 、 乙烯基溴化镁 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.08h， 以48%的产率得到(5S,9S,11E,14S)-18,20-dimethoxy-7,7,14-trimethyl-6,8,15-trioxatricyclo[15.4.0.05,9]henicosa-1(17),11,18,20-tetraene-10,16-dione
  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：

  (R)-(-)-4-烯基-2-戊醇 、 2,4-dimethoxy-6-[3-[(4S,5S)-5-[methoxy(methyl)carbamoyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propyl]benzoic acid 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 3.45h， 以90%的产率得到[(2S)-pent-4-en-2-yl] 2,4-dimethoxy-6-[3-[(4S,5S)-5-[methoxy(methyl)carbamoyl]-2,2-dimethyl-1,3-dioxolan-4-yl]propyl]benzoate
  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.