(3R,5E,7R,8R,9S,10S,11S)-3-acetoxy-11,13-di(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-1-triisopropylsilyl-5,8,10-trimethyltridec-5-en-1-yn-7-ol | 1003922-88-0

• 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: (3R,5E,7R,8R,9S,10S,11S)-3-acetoxy-11,13-di(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-1-triisopropylsilyl-5,8,10-trimethyltridec-5-en-1-yn-7-ol
• 英文别名: [(E,3R,7R,8R,9S,10S,11S)-11,13-bis[[tert-butyl(dimethyl)silyl]oxy]-7-hydroxy-9-[(4-methoxyphenyl)methoxy]-5,8,10-trimethyl-1-tri(propan-2-yl)silyltridec-5-en-1-yn-3-yl] acetate
• CAS: 1003922-88-0
• 化学式: C₄₇H₈₆O₇Si₃
• 分子量: 847.452
• InChiKey: UCQKBDBJJNUQIC-SYPPRCSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.51
• 重原子数：
  57
• 可旋转键数：
  25
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (3R,5E,7R,8R,9S,10S,11S)-3-acetoxy-11,13-di(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-1-triisopropylsilyl-5,8,10-trimethyltridec-5-en-1-yn-7-ol 、 (S)-(+)-alpha-甲氧基苯乙酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.75h， 以30%的产率得到
  参考文献：
  名称：

  A Formal Synthesis of the Callipeltoside Aglycone

  摘要：

  A synthesis of the macrocyclic core structure of callipeltoside A and a C9 epimer has been achieved by applications of chiral vinylzinc or Kishi-Nozaki-Hiyama (K-N-H) additions, Roskamp homologations, and acylketene or intramolecular K-N-H macrolactonizations as key bondforming steps.

  DOI：

  10.1021/ol702024b
• 作为产物：
  描述：

  (3R,5E)-6-iodo-5-methyl-3-acetoxy-1-triisopropylsilyl-5-hexen-1-yne 、 (2S,3R,4S,5S)-5,7-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,4-dimethyl-heptanal 在 [nickel(II)dichloride(1,3-bis(diphenylphosphino)propane)] chromium dichloride 、 2,3-二巯基丁二酸 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 (3R,5E,7R,8R,9S,10S,11S)-3-acetoxy-11,13-di(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-1-triisopropylsilyl-5,8,10-trimethyltridec-5-en-1-yn-7-ol 、 (3R,5E,7S,8R,9S,10S,11S)-3-acetoxy-11,13-di(tert-butyldimethylsilyloxy)-9-(4-methoxybenzyloxy)-1-triisopropylsilyl-5,8,10-trimethyltridec-5-en-1-yn-7-ol
  参考文献：
  名称：

  A Formal Synthesis of the Callipeltoside Aglycone

  摘要：

  A synthesis of the macrocyclic core structure of callipeltoside A and a C9 epimer has been achieved by applications of chiral vinylzinc or Kishi-Nozaki-Hiyama (K-N-H) additions, Roskamp homologations, and acylketene or intramolecular K-N-H macrolactonizations as key bondforming steps.

  DOI：

  10.1021/ol702024b