(1R,2Z,7R,9S,15R,16R,20R)-9-[[tert-butyl(dimethyl)silyl]oxymethyl]-7-[tert-butyl(diphenyl)silyl]oxy-3,18,18-trimethyl-10,17,19,21-tetraoxatricyclo[13.6.0.016,20]henicos-2-en-4-yne-11,13-dione | 1448018-55-0

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: (1R,2Z,7R,9S,15R,16R,20R)-9-[[tert-butyl(dimethyl)silyl]oxymethyl]-7-[tert-butyl(diphenyl)silyl]oxy-3,18,18-trimethyl-10,17,19,21-tetraoxatricyclo[13.6.0.016,20]henicos-2-en-4-yne-11,13-dione
• CAS: 1448018-55-0
• 化学式: C₄₃H₆₀O₈Si₂
• 分子量: 761.116
• InChiKey: ZFFYSSQZTHOJEO-QMYFFBNZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.45
• 重原子数：
  53
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  89.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (1R,2Z,7R,9S,15R,16R,20R)-9-[[tert-butyl(dimethyl)silyl]oxymethyl]-7-[tert-butyl(diphenyl)silyl]oxy-3,18,18-trimethyl-10,17,19,21-tetraoxatricyclo[13.6.0.016,20]henicos-2-en-4-yne-11,13-dione 在 甲酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 4.0h， 以97%的产率得到
  参考文献：
  名称：

  A macrolactonisation approach to the cembrane carbocycle of bielschowskysin

  摘要：

  By judicious choice of a conformationally constraining unit to predispose cyclisation to a 15-membered ring, we present a straightforward strategy to a cembranolide precursor of bielschowskysin by the Sonogashira coupling of two readily prepared fragments (from D-glucose and L-malic acid) followed by a facile beta-acylketene macrolactonisation reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.012
• 作为产物：
  描述：

  ethyl 4-[(3aR,5R,6R,6aR)-5-[(Z,6R,8S)-9-[tert-butyl(dimethyl)silyl]oxy-6-[tert-butyl(diphenyl)silyl]oxy-8-hydroxy-2-methylnon-1-en-3-ynyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl]-3-oxobutanoate 以 甲苯 为溶剂， 反应 8.0h， 以39.5 mg的产率得到(1R,2Z,7R,9S,15R,16R,20R)-9-[[tert-butyl(dimethyl)silyl]oxymethyl]-7-[tert-butyl(diphenyl)silyl]oxy-3,18,18-trimethyl-10,17,19,21-tetraoxatricyclo[13.6.0.016,20]henicos-2-en-4-yne-11,13-dione
  参考文献：
  名称：

  A macrolactonisation approach to the cembrane carbocycle of bielschowskysin

  摘要：

  By judicious choice of a conformationally constraining unit to predispose cyclisation to a 15-membered ring, we present a straightforward strategy to a cembranolide precursor of bielschowskysin by the Sonogashira coupling of two readily prepared fragments (from D-glucose and L-malic acid) followed by a facile beta-acylketene macrolactonisation reaction. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.012