tert-butyl-[(3S)-11-chloro-3-methylundec-6-ynoxy]-diphenylsilane | 697278-69-6

• 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: tert-butyl-[(3S)-11-chloro-3-methylundec-6-ynoxy]-diphenylsilane
• CAS: 697278-69-6
• 化学式: C₂₈H₃₉ClOSi
• 分子量: 455.156
• InChiKey: KOSSPVSUOACDNJ-VWLOTQADSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.78
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  tert-butyl-[(3S)-11-chloro-3-methylundec-6-ynoxy]-diphenylsilane 在 palladium dihydroxide N,N-二甲基丙烯基脲 、 氟化铵 、 氢气 、 lithium diisopropyl amide 、 2-碘酰基苯甲酸 作用下， 以 四氢呋喃 、 甲醇 、 二甲基亚砜 为溶剂， 反应 62.0h， 生成 (S)-3-Methyl-12-pyridin-3-yl-dodecanal
  参考文献：
  名称：

  Synthesis of marine sponge alkaloid hachijodine B and a comment on the structure of ikimine B and on the absolute configuration of niphatesine D

  摘要：

  The syntheses of the proposed structures of hachijodine B 1, ikimine B 2 and niphatesine D 3 from S-citronellol are described. Our results suggest that the gross structures of hachijodine B and niphatesine D are correct, but that ikimine B was incorrectly assigned. We have also established that the previous absolute stereochemical assignment for niphatesine D is unreliable. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.143
• 作为产物：
  描述：

  (S)-6-((tert-butyldiphenylsilyl)oxy)-4-methylhexanal 在 N,N-二甲基丙烯基脲 、 正丁基锂 、 potassium carbonate 作用下， 以 甲醇 为溶剂， 反应 11.0h， 生成 tert-butyl-[(3S)-11-chloro-3-methylundec-6-ynoxy]-diphenylsilane
  参考文献：
  名称：

  Synthesis of marine sponge alkaloid hachijodine B and a comment on the structure of ikimine B and on the absolute configuration of niphatesine D

  摘要：

  The syntheses of the proposed structures of hachijodine B 1, ikimine B 2 and niphatesine D 3 from S-citronellol are described. Our results suggest that the gross structures of hachijodine B and niphatesine D are correct, but that ikimine B was incorrectly assigned. We have also established that the previous absolute stereochemical assignment for niphatesine D is unreliable. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.02.143

文献信息

• Synthesis of marine sponge alkaloid hachijodine B and a comment on the structure of ikimine B and on the absolute configuration of niphatesine D
  作者：Stuart P. Romeril、Victor Lee、Jack E. Baldwin

  DOI：10.1016/j.tetlet.2004.02.143

  日期：2004.4

  The syntheses of the proposed structures of hachijodine B 1, ikimine B 2 and niphatesine D 3 from S-citronellol are described. Our results suggest that the gross structures of hachijodine B and niphatesine D are correct, but that ikimine B was incorrectly assigned. We have also established that the previous absolute stereochemical assignment for niphatesine D is unreliable. (C) 2004 Elsevier Ltd. All rights reserved.