(3R,4R)-5-hydroxy-1,3-tert-butyldimethylsilyloxy-4-methylpentane | 473901-32-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (3R,4R)-5-hydroxy-1,3-tert-butyldimethylsilyloxy-4-methylpentane
• 英文别名: (2R,3R)-3,5-bis(tert-butyldimethylsiloxy)-2-methylpentan-1-ol；(2R,3R)-3,5-bis[[tert-butyl(dimethyl)silyl]oxy]-2-methylpentan-1-ol
• CAS: 473901-32-5
• 化学式: C₁₈H₄₂O₃Si₂
• 分子量: 362.701
• InChiKey: TXFAACWTCYOTKI-HZPDHXFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3R,4R)-5-hydroxy-1,3-tert-butyldimethylsilyloxy-4-methylpentane 在 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 31.0h， 生成 (3R,4R)-4,6-di(tert-butyldimethylsilyloxy)-3-methylhexanenitrile
  参考文献：
  名称：

  Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891

  摘要：

  [GRAPHICS]The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations.

  DOI：

  10.1021/ol026518k
• 作为产物：
  描述：

  (3R,4R)-5-(benzyloxy)-4-methylpentane-1,3-diol 在 palladium on activated charcoal 咪唑 、 氢气 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 (3R,4R)-5-hydroxy-1,3-tert-butyldimethylsilyloxy-4-methylpentane
  参考文献：
  名称：

  Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891

  摘要：

  [GRAPHICS]The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations.

  DOI：

  10.1021/ol026518k

文献信息

• Stereostructure of a Novel Cytotoxic 18-Membered Macrolactone Antibiotic FD-891
  作者：Tadashi Eguchi、Kayako Kobayashi、Hidehiro Uekusa、Yuji Ohashi、Kazutoshi Mizoue、Yoshitaka Matsushima、Katsumi Kakinuma

  DOI：10.1021/ol026518k

  日期：2002.10.1

  [GRAPHICS]The absolute stereochemistry of FD-891, a novel cytotoxic 18-membered macrolactone antibiotic, was determined by a synthetic approach as well as X-ray diffraction of degradative derivatives. The absolute configuration of FD-891 turned out to be as shown above. The stable conformer of FD-891 was also discussed with respect to biological activity by comparison with the structurally related concanamycin A on the bases of molecular mechanics calculations.