(4R,5S)-5-((1R,2S,3S,4R)-2-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-4-[(1,1,1-triisopropylsilyl)oxy]-5-hexenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid | 1227632-80-5

• 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,5S)-5-((1R,2S,3S,4R)-2-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-4-[(1,1,1-triisopropylsilyl)oxy]-5-hexenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
• 英文别名: (4R,5S)-5-[(2R,3S,4S,5R)-3-[(4-methoxyphenyl)methoxy]-4,6-dimethyl-5-tri(propan-2-yl)silyloxyhept-6-en-2-yl]-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
• CAS: 1227632-80-5
• 化学式: C₃₂H₅₄O₇Si
• 分子量: 578.862
• InChiKey: AAEBOZOTDNAMLV-ZSBJVBLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.59
• 重原子数：
  40
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  tert-butyl (4R,5S)-(5-(1R,2S,3S,4R)-2-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-4-[(1,1,1-triisopropylsilyl)oxy]-5-hexenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylate 在 水 、 lithium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 18.0h， 以88%的产率得到(4R,5S)-5-((1R,2S,3S,4R)-2-[(4-methoxybenzyl)oxy]-1,3,5-trimethyl-4-[(1,1,1-triisopropylsilyl)oxy]-5-hexenyl)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid
  参考文献：
  名称：

  Stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide

  摘要：

  An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2010.01.023

文献信息

• Stereoselective synthesis of C1–C9 and C9–C17 fragments of (+)-13-deoxytedanolide
  作者：J.S. Yadav、N. Rami Reddy

  DOI：10.1016/j.tet.2010.01.023

  日期：2010.4

  An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.