(2S,3R,4R,5R,6S)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-4,6-dimethyl-8-nonen-3-ol | 1261156-55-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (2S,3R,4R,5R,6S)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-4,6-dimethyl-8-nonen-3-ol
• 英文别名: (2S,3R,4R,5R,6S)-5-[tert-butyl(dimethyl)silyl]oxy-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-4,6-dimethylnon-8-en-3-ol
• CAS: 1261156-55-1
• 化学式: C₂₈H₄₈O₅Si
• 分子量: 492.772
• InChiKey: HIGQWEBQSZFTID-TWCDWBSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.74
• 重原子数：
  34
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S,3R,4R,5R,6S)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-4,6-dimethyl-8-nonen-3-ol 、 对硝基苯甲酸 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy

  摘要：

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.003
• 作为产物：
  描述：

  4-甲氧基苯甲醛二甲缩醛 、 (3R,4R,5R,6R,7R,8S)-7-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-4,6,8-trimethyl-10-undecene-1,3,5-triol 在 对甲苯磺酸 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 2.0h， 以84%的产率得到(2S,3R,4R,5R,6S)-5-[1-(tert-butyl)-1,1-dimethylsilyl]oxy-2-[(4R)-2-(4-methoxyphenyl)-1,3-dioxan-4-yl]-4,6-dimethyl-8-nonen-3-ol
  参考文献：
  名称：

  Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy

  摘要：

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved

  DOI：

  10.1016/j.tetasy.2010.10.003

文献信息

• Towards the total synthesis of etnangien: synthesis of C32–C42 fragment by using a desymmetrization strategy
  作者：Gowravaram Sabitha、Kurra Yadagiri、Martha Bhikshapathi、Gajangi Chandrashekhar、Jhillu Singh Yadav

  DOI：10.1016/j.tetasy.2010.10.003

  日期：2010.10

  The construction of the C32-C42 fragment of etnangien is described using a desymmetrization strategy generating five stereogenic centers from a bicyclic lactone Another notable feature includes the use of the Sharpless asymmetric epoxidation to generate a stereogenic center at C40 (C) 2010 Elsevier Ltd All rights reserved