(2S,3R,5S,8R,9S,10R,12S)-5,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-(4-methoxy-benzyloxy)-2,3,10-trimethyl-12-triisopropylsilanyloxy-tridecan-7-one | 224580-01-2

• 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: (2S,3R,5S,8R,9S,10R,12S)-5,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-(4-methoxy-benzyloxy)-2,3,10-trimethyl-12-triisopropylsilanyloxy-tridecan-7-one
• CAS: 224580-01-2
• 化学式: C₅₁H₁₀₂O₈Si₄
• 分子量: 955.708
• InChiKey: HEOYCCFNCKDXAN-MPQMGTMPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.73
• 重原子数：
  63.0
• 可旋转键数：
  26.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  92.68
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,5S,8R,9S,10R,12S)-5,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-(4-methoxy-benzyloxy)-2,3,10-trimethyl-12-triisopropylsilanyloxy-tridecan-7-one 在 N-甲基吲哚酮 、 四丙基高钌酸铵 作用下， 以88%的产率得到(2R,3R,5S,8R,9S,10R,12S)-5,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,10-trimethyl-7-oxo-12-triisopropylsilanyloxy-tridecanal
  参考文献：
  名称：

  2. Synthesis of the C.14–C.26 hydrophilic domain of amphidinolide B1 and formation of the (E)-1,1′,3-trisubstituted diene sector

  摘要：

  In the preceding letter, we described a synthesis of the conserved C.1-C.13 hydrophobic domain common to the potent B-type amphidinolides. In this letter, we present syntheses of the C.14-C.26 hydrophilic domain specific to amphidinolide B1 and a model for uniting the hydrophobic and hydrophilic domains to form the (E)-1,1',3-trisubstituted diene. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00207-5
• 作为产物：
  描述：

  (E)-(2S,4R,9S,11R,12S)-9,13-Bis-(tert-butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-4,11,12-trimethyl-2-triisopropylsilanyloxy-tridec-5-en-7-one 在 2,6-二甲基吡啶 、 potassium osmate(VI) 、 AD-mix-α 、 氢氟酸 、 碳酸氢钠 、 氢化奎宁 1,4-(2,3-二氮杂萘)二醚 作用下， 以 四氢呋喃 为溶剂， 反应 41.0h， 生成 (2S,3R,5S,8R,9S,10R,12S)-5,8,9-Tris-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-3-(4-methoxy-benzyloxy)-2,3,10-trimethyl-12-triisopropylsilanyloxy-tridecan-7-one
  参考文献：
  名称：

  2. Synthesis of the C.14–C.26 hydrophilic domain of amphidinolide B1 and formation of the (E)-1,1′,3-trisubstituted diene sector

  摘要：

  In the preceding letter, we described a synthesis of the conserved C.1-C.13 hydrophobic domain common to the potent B-type amphidinolides. In this letter, we present syntheses of the C.14-C.26 hydrophilic domain specific to amphidinolide B1 and a model for uniting the hydrophobic and hydrophilic domains to form the (E)-1,1',3-trisubstituted diene. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00207-5