(2S,3S,4S)-2-[(2R,5S)-5-[(2S)-2-[tert-butyl(dimethyl)silyl]oxypentyl]oxolan-2-yl]-4-(furan-2-yl)pentan-3-ol | 288577-04-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: (2S,3S,4S)-2-[(2R,5S)-5-[(2S)-2-[tert-butyl(dimethyl)silyl]oxypentyl]oxolan-2-yl]-4-(furan-2-yl)pentan-3-ol
• CAS: 288577-04-8
• 化学式: C₂₄H₄₄O₄Si
• 分子量: 424.696
• InChiKey: PYJSQXLIDJILJK-WTGUXPOUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.51
• 重原子数：
  29
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  51.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙烯磺酰氯 、 (2S,3S,4S)-2-[(2R,5S)-5-[(2S)-2-[tert-butyl(dimethyl)silyl]oxypentyl]oxolan-2-yl]-4-(furan-2-yl)pentan-3-ol 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以93%的产率得到tert-butyl-dimethyl-[(2S)-1-[(2S,5R)-5-[(1R)-1-[(1S,2S,3S,6S,8R)-2-methyl-5,5-dioxo-4,11-dioxa-5lambda6-thiatricyclo[6.2.1.01,6]undec-9-en-3-yl]ethyl]oxolan-2-yl]pentan-2-yl]oxysilane
  参考文献：
  名称：

  A sultone approach to the C(1)–C(18) moiety of pamamycin-607

  摘要：

  A highly advanced enantiomerically pure C(1)-C(18) precursor of the larger fragment of the macro-diolide pamamycin-607 has been synthesized. The stereotriad C(7)-C(9) between the two heterocyclic rings of the target was generated using a diastereoselective hydroboration controlled by minimization of allylic 1,3-strain. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00659-6
• 作为产物：
  描述：

  tert-butyl-[(2S)-1-[(2S,5R)-5-[(2R)-1-iodopropan-2-yl]oxolan-2-yl]pentan-2-yl]oxy-dimethylsilane 在 盐酸 、 硼烷四氢呋喃络合物 、 叔丁基锂 作用下， 以 乙醚 、 氯仿 为溶剂， 生成 (2S,3S,4S)-2-[(2R,5S)-5-[(2S)-2-[tert-butyl(dimethyl)silyl]oxypentyl]oxolan-2-yl]-4-(furan-2-yl)pentan-3-ol
  参考文献：
  名称：

  A sultone approach to the C(1)–C(18) moiety of pamamycin-607

  摘要：

  A highly advanced enantiomerically pure C(1)-C(18) precursor of the larger fragment of the macro-diolide pamamycin-607 has been synthesized. The stereotriad C(7)-C(9) between the two heterocyclic rings of the target was generated using a diastereoselective hydroboration controlled by minimization of allylic 1,3-strain. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00659-6

文献信息

• A sultone approach to the C(1)–C(18) moiety of pamamycin-607
  作者：Heiko Bernsmann、Roland Fröhlich、Peter Metz

  DOI：10.1016/s0040-4039(00)00659-6

  日期：2000.6

  A highly advanced enantiomerically pure C(1)-C(18) precursor of the larger fragment of the macro-diolide pamamycin-607 has been synthesized. The stereotriad C(7)-C(9) between the two heterocyclic rings of the target was generated using a diastereoselective hydroboration controlled by minimization of allylic 1,3-strain. (C) 2000 Elsevier Science Ltd. All rights reserved.