acetic acid (R)-3-(4-methoxy-benzyloxy)-1-methyl-propyl ester | 1206620-77-0

• 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: acetic acid (R)-3-(4-methoxy-benzyloxy)-1-methyl-propyl ester
• 英文别名: [(2R)-4-[(4-methoxyphenyl)methoxy]butan-2-yl] acetate
• CAS: 1206620-77-0
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: IZBBVSTVWDRCLB-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  acetic acid (R)-3-(4-methoxy-benzyloxy)-1-methyl-propyl ester 在 甲醇 、 potassium carbonate 作用下， 反应 2.0h， 以90%的产率得到(2R)-4-[(4-methoxybenzyl)oxy]butan-2-ol
  参考文献：
  名称：

  Chemo-enzymatic asymmetric total synthesis of stagonolide-C

  摘要：

  The naturally occurring phytotoxic noneolide stagonolide-C has been synthesized by a chemo-enzymatic approach. Two key intermediates have been synthesized by applying a metal-enzyme combined DKR (dynamic kinetic resolution) strategy, followed by RCM (ring-closing metathesis) to afford the target compound in an efficient way. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.007
• 作为产物：
  描述：

  乙酸异丙烯酯 、 4-((4-methoxybenzyl)oxy)butan-2-ol 在 chlorodicarbonyl(1-(isopropylamino)-2,3,4,5-tetraphenylcyclopentadienyl) ruthenium (II) 、 potassium tert-butylate 、 sodium carbonate 作用下， 以 甲苯 为溶剂， 以92%的产率得到acetic acid (R)-3-(4-methoxy-benzyloxy)-1-methyl-propyl ester
  参考文献：
  名称：

  Chemo-enzymatic asymmetric total synthesis of stagonolide-C

  摘要：

  The naturally occurring phytotoxic noneolide stagonolide-C has been synthesized by a chemo-enzymatic approach. Two key intermediates have been synthesized by applying a metal-enzyme combined DKR (dynamic kinetic resolution) strategy, followed by RCM (ring-closing metathesis) to afford the target compound in an efficient way. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.10.007

文献信息

• Pheromone synthesis. Part 244: Synthesis of the racemate and enantiomers of (11Z,19Z)-CH503 (3-acetoxy-11,19-octacosadien-1-ol), a new sex pheromone of male Drosophila melanogaster to show its (S)-isomer and racemate as bioactive
  作者：Kenji Mori、Yasumasa Shikichi、Shruti Shankar、Joanne Y. Yew

  DOI：10.1016/j.tet.2010.06.080

  日期：2010.8

  The enantiomers of (11Z,19Z)-3-acetoxy-11,19-octacosadien-1-ol were synthesized from the enantiomers of 3,4-epoxy-1-butanol PMB ether. Its racemate was also synthesized. Its (S)-isomer and racemate were shown to possess the same pheromone activity as CH503, a long-lived inhibitor of male courtship in Drosophila melanogaster, although the racemate was less active. (C) 2010 Elsevier Ltd. All rights reserved.