(3R,4R,5R,6R,7R,Z)-4-hydroxy-6-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-enyl diisopropylcarbamate | 1245730-60-2

• 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: (3R,4R,5R,6R,7R,Z)-4-hydroxy-6-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-enyl diisopropylcarbamate
• 英文别名: [(Z,3R,4R,5R,6R,7R)-4-hydroxy-6-[(4-methoxyphenyl)methoxy]-3,5,7-trimethylnon-1-enyl] N,N-di(propan-2-yl)carbamate
• CAS: 1245730-60-2
• 化学式: C₂₇H₄₅NO₅
• 分子量: 463.658
• InChiKey: BEAZWBBBORQWTR-LERKETMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  33
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  (3R,4R,5R,6R,7R,Z)-4-hydroxy-6-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-enyl diisopropylcarbamate 、 2-(三甲基硅烷基)乙氧甲基氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 以83%的产率得到(3R,4R,5S,6R,7R,Z)-6-(4-methoxybenzyloxy)-3,5,7-trimethyl-4-((2-(trimethylsilyl)ethoxy)methoxy)non-1-enyl diisopropylcarbamate
  参考文献：
  名称：

  A synthesis of (−)-ebelactones A and B

  摘要：

  A synthesis of the beta-lactone esterase inhibitors (-)-ebelactones A and B is described. The synthesis features the use of a Hoppe homoaldol reaction and a Cu(I)-mediated 1,2-metallate rearrangement of a metallated enol carbamate as key fragment linkage reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.072
• 作为产物：
  描述：

  (S,Z)-3-(trimethylstannyl)but-1-en-1-yl diisopropylcarbamate 、 (2S,3R,4R)-3-(4-methoxybenzyloxy)-2,4-dimethylhexanal 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 0.02h， 生成 (3R,4R,5R,6R,7R,Z)-4-hydroxy-6-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-enyl diisopropylcarbamate 、 (3S,4S,5R,6R,7R,Z)-4-hydroxy-6-(4-methoxybenzyloxy)-3,5,7-trimethylnon-1-enyl diisopropylcarbamate
  参考文献：
  名称：

  A synthesis of (−)-ebelactones A and B

  摘要：

  A synthesis of the beta-lactone esterase inhibitors (-)-ebelactones A and B is described. The synthesis features the use of a Hoppe homoaldol reaction and a Cu(I)-mediated 1,2-metallate rearrangement of a metallated enol carbamate as key fragment linkage reactions. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.072

文献信息

• A synthesis of (−)-ebelactones A and B
  作者：John P. Cooksey、Rhonan Ford、Philip J. Kocieński、Beatrice Pelotier、Jean-Marc Pons

  DOI：10.1016/j.tet.2010.05.072

  日期：2010.8

  A synthesis of the beta-lactone esterase inhibitors (-)-ebelactones A and B is described. The synthesis features the use of a Hoppe homoaldol reaction and a Cu(I)-mediated 1,2-metallate rearrangement of a metallated enol carbamate as key fragment linkage reactions. (C) 2010 Elsevier Ltd. All rights reserved.