tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane | 184488-77-5

• 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: tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane
• CAS: 184488-77-5
• 化学式: C₂₂H₃₈O₃Si
• 分子量: 378.627
• InChiKey: ABKDBVZIVJWNFG-BBTUJRGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane 在 二甲基硫 、 臭氧 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 生成 (2S,3S,4S)-3-(4-Methoxy-benzyloxy)-2,4-dimethyl-heptane-1,5-diol
  参考文献：
  名称：

  Syntheses of Discodermolides Useful for Investigating Microtubule Binding and Stabilization

  摘要：

  Discodermolide is a marine natural product reported to inhibit the proliferation of T cells and exhibit immunosuppresive activity. Total syntheses of the natural antipode of discodermolide and several variants are reported. These studies provide reagents to investigate discodermolide's recently discovered ability to bind and stabilize microtubules in cells, Retrosynthetically, the polypropionate is divided into three fragments of approximately equal complexity. This modular strategy provides convergency in the synthesis and facilitates the preparation of discodermolide-based reagents.

  DOI：

  10.1021/ja961374o
• 作为产物：
  描述：

  4-甲氧基苄醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢溴酸 、 sodium hydride 作用下， 反应 0.5h， 生成 tert-Butyl-[(2S,3R,4S)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-hex-5-enyloxy]-dimethyl-silane
  参考文献：
  名称：

  Syntheses of Discodermolides Useful for Investigating Microtubule Binding and Stabilization

  摘要：

  Discodermolide is a marine natural product reported to inhibit the proliferation of T cells and exhibit immunosuppresive activity. Total syntheses of the natural antipode of discodermolide and several variants are reported. These studies provide reagents to investigate discodermolide's recently discovered ability to bind and stabilize microtubules in cells, Retrosynthetically, the polypropionate is divided into three fragments of approximately equal complexity. This modular strategy provides convergency in the synthesis and facilitates the preparation of discodermolide-based reagents.

  DOI：

  10.1021/ja961374o