(4R)-4-[tert-butyl(dimethyl)silyl]oxy-N-methoxy-6-[(4-methoxyphenyl)methoxy]-N-methylhex-2-ynamide | 1158818-57-5

• 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: (4R)-4-[tert-butyl(dimethyl)silyl]oxy-N-methoxy-6-[(4-methoxyphenyl)methoxy]-N-methylhex-2-ynamide
• CAS: 1158818-57-5
• 化学式: C₂₂H₃₅NO₅Si
• 分子量: 421.609
• InChiKey: OMYQQTFASLEJOK-FQEVSTJZSA-N

物化性质

• 沸点：
  469.0±55.0 °C(predicted)
• 密度：
  1.044±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  29
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  57.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-(iodomethyl)-2-methyl-1,4-dioxaspiro[4.5]decane 、 (4R)-4-[tert-butyl(dimethyl)silyl]oxy-N-methoxy-6-[(4-methoxyphenyl)methoxy]-N-methylhex-2-ynamide 在 叔丁基锂 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以33%的产率得到(5R)-5-[tert-butyl(dimethyl)silyl]oxy-7-[(4-methoxyphenyl)methoxy]-1-[(2S,3S)-2-methyl-1,4-dioxaspiro[4.5]decan-3-yl]hept-3-yn-2-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：

  ethyl (4R)-4-[tert-butyl(dimethyl)silyl]oxy-6-[(4-methoxyphenyl)methoxy]hex-2-ynoate 、 二甲羟胺盐酸盐 在 异丙基氯化镁 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以90%的产率得到(4R)-4-[tert-butyl(dimethyl)silyl]oxy-N-methoxy-6-[(4-methoxyphenyl)methoxy]-N-methylhex-2-ynamide
  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.