(2R,4E,8Z)-2-[(2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propan-2-yl]-5,9-dimethylundeca-4,8-dien-1-ol | 1224588-27-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,4E,8Z)-2-[(2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propan-2-yl]-5,9-dimethylundeca-4,8-dien-1-ol
• CAS: 1224588-27-5
• 化学式: C₂₁H₃₈O₃
• 分子量: 338.531
• InChiKey: TZSGZWKNXXJFPF-AQCMLVELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2R,4E,8Z)-2-[(2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propan-2-yl]-5,9-dimethylundeca-4,8-dien-1-ol 、 甲基磺酰氯 在 三乙胺 作用下， 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Methyl 3-bromomethyl-3-butenoate as an isopentane building block for the stereoselective preparation of (S)-4-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde and (+)-faranal

  摘要：

  (S)-4-Methyl-3,6-dihydro-2H-pyran-2-carbaldehyde (3), the common intermediate in the syntheses of the C17-C27 subunit of laulimalide (4) and (+)-faranal (5), the trail pheromone of the pharaoh ant, Monomorium pharaonis, were obtained via transformation of methyl 3-bromomethyl-3-butenoate (1) into allylstannane 2 and subsequent allylation of (benzyloxy)acetaldehyde (6) in accordance with the Keck procedure as the key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.120
• 作为产物：
  描述：

  (4S,6S)-6-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-[(2E,6Z)-3,7-dimethylnona-2,6-dienyl]-4-methyloxan-2-one 、 2,2-二甲氧基丙烷 在 lithium aluminium tetrahydride 、 4-甲基苯磺酸吡啶 作用下， 以 乙醚 、 丙酮 为溶剂， 以73%的产率得到(2R,4E,8Z)-2-[(2S)-1-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]propan-2-yl]-5,9-dimethylundeca-4,8-dien-1-ol
  参考文献：
  名称：

  Methyl 3-bromomethyl-3-butenoate as an isopentane building block for the stereoselective preparation of (S)-4-methyl-3,6-dihydro-2H-pyran-2-carbaldehyde and (+)-faranal

  摘要：

  (S)-4-Methyl-3,6-dihydro-2H-pyran-2-carbaldehyde (3), the common intermediate in the syntheses of the C17-C27 subunit of laulimalide (4) and (+)-faranal (5), the trail pheromone of the pharaoh ant, Monomorium pharaonis, were obtained via transformation of methyl 3-bromomethyl-3-butenoate (1) into allylstannane 2 and subsequent allylation of (benzyloxy)acetaldehyde (6) in accordance with the Keck procedure as the key steps. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.01.120