methyl (2Z,5R,6Z,8S)-5-[tert-butyl(dimethyl)silyl]oxy-9-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]-8-phenylmethoxynona-2,6-dienoate | 1158818-54-2

• 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: methyl (2Z,5R,6Z,8S)-5-[tert-butyl(dimethyl)silyl]oxy-9-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]-8-phenylmethoxynona-2,6-dienoate
• CAS: 1158818-54-2
• 化学式: C₃₂H₅₀O₆Si
• 分子量: 558.831
• InChiKey: BSHXFUSPXXTDOJ-MNSOKKESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.49
• 重原子数：
  39
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl (2Z,5R,6Z,8S)-5-[tert-butyl(dimethyl)silyl]oxy-9-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]-8-phenylmethoxynona-2,6-dienoate 在 盐酸 、 水 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以65%的产率得到(2R)-2-[(Z,3S,5S,6S)-5,6-dihydroxy-3-phenylmethoxyhept-1-enyl]-2,3-dihydropyran-6-one
  参考文献：
  名称：

  Stereoselective total synthesis of synparvolide B and epi-synparvolide A

  摘要：

  Stereoselective total synthesis of synparvolide B and epi-synparvolide A has been achieved following a convergent approach. Noyori asymmetric Transfer Hydrogenation of ketone and Wadsworth-Emmons olefination reaction are the key steps involved. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.03.006
• 作为产物：
  描述：

  (Z,3R,6S)-3-[tert-butyl(dimethyl)silyl]oxy-7-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]-6-phenylmethoxyhept-4-enal 、 O,O'-双(2,2,2-三氟乙基)磷乙酸甲酯 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以83%的产率得到methyl (2Z,5R,6Z,8S)-5-[tert-butyl(dimethyl)silyl]oxy-9-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]-8-phenylmethoxynona-2,6-dienoate
  参考文献：
  名称：

  Stereoselective total synthesis of synparvolide B and epi-synparvolide A

  摘要：

  Stereoselective total synthesis of synparvolide B and epi-synparvolide A has been achieved following a convergent approach. Noyori asymmetric Transfer Hydrogenation of ketone and Wadsworth-Emmons olefination reaction are the key steps involved. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.03.006

文献信息

• Stereoselective total synthesis of synparvolide B and epi-synparvolide A
  作者：P. Srihari、E. Vijaya Bhasker、A. Bal Reddy、J.S. Yadav

  DOI：10.1016/j.tetlet.2009.03.006

  日期：2009.5

  Stereoselective total synthesis of synparvolide B and epi-synparvolide A has been achieved following a convergent approach. Noyori asymmetric Transfer Hydrogenation of ketone and Wadsworth-Emmons olefination reaction are the key steps involved. (C) 2009 Published by Elsevier Ltd.