methyl (2E,4E)-6-[(4R,5R,6R)-6-[(E,2R,5S,9R,11R)-12-[tert-butyl(diphenyl)silyl]oxy-5,11-dimethoxy-6,9-dimethyldodec-6-en-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]hexa-2,4-dienoate | 725250-99-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (2E,4E)-6-[(4R,5R,6R)-6-[(E,2R,5S,9R,11R)-12-[tert-butyl(diphenyl)silyl]oxy-5,11-dimethoxy-6,9-dimethyldodec-6-en-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]hexa-2,4-dienoate
• CAS: 725250-99-7
• 化学式: C₄₆H₇₀O₇Si
• 分子量: 763.143
• InChiKey: GQGXDSJQAISMLN-ZUNLNOOFSA-N

物化性质

• 沸点：
  729.7±60.0 °C(predicted)
• 密度：
  1.04±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  54
• 可旋转键数：
  22
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.4
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (2E,4E)-6-[(4R,5R,6R)-6-[(E,2R,5S,9R,11R)-12-[tert-butyl(diphenyl)silyl]oxy-5,11-dimethoxy-6,9-dimethyldodec-6-en-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]hexa-2,4-dienoate 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 溶剂黄146 为溶剂， 生成 (2E,4E)-6-[(4R,5R,6R)-6-((E)-(1R,4S,8R,10R)-11-Hydroxy-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-hexa-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  Synthesis of the C1–C27 portion of the aplyronines

  摘要：

  This manuscript describes the use of the anti,anti-diastereoselective aldol reaction of an efficiently generated dipropionate equivalent to construct the C-5-C-14-portion of the aplyronines. This portion was then coupled with a compound corresponding to C-15-G(20) of the targets. Further elaboration and an additional coupling led to an intermediate containing C-1-C-27 with appropriate stereochemistry and functionalization for eventual conversion into the aplyronines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.159
• 作为产物：
  描述：

  (2S,4R)-5-[tert-butyl(diphenyl)silyl]oxy-N,4-dimethoxy-N,2-dimethylpentanamide 在 barium dihydroxide 、 lithium hydroxide 、 草酰氯 、 dimethyl sulfide borane 、 CBS catalyst 、 sodium hydride 、 二异丁基氢化铝 、 LiDBB 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 methyl (2E,4E)-6-[(4R,5R,6R)-6-[(E,2R,5S,9R,11R)-12-[tert-butyl(diphenyl)silyl]oxy-5,11-dimethoxy-6,9-dimethyldodec-6-en-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]hexa-2,4-dienoate
  参考文献：
  名称：

  Synthesis of the C1–C27 portion of the aplyronines

  摘要：

  This manuscript describes the use of the anti,anti-diastereoselective aldol reaction of an efficiently generated dipropionate equivalent to construct the C-5-C-14-portion of the aplyronines. This portion was then coupled with a compound corresponding to C-15-G(20) of the targets. Further elaboration and an additional coupling led to an intermediate containing C-1-C-27 with appropriate stereochemistry and functionalization for eventual conversion into the aplyronines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.159

文献信息

• Synthesis of the C1–C27 portion of the aplyronines
  作者：Michael A Calter、Jianguang Zhou

  DOI：10.1016/j.tetlet.2004.04.159

  日期：2004.6

  This manuscript describes the use of the anti,anti-diastereoselective aldol reaction of an efficiently generated dipropionate equivalent to construct the C-5-C-14-portion of the aplyronines. This portion was then coupled with a compound corresponding to C-15-G(20) of the targets. Further elaboration and an additional coupling led to an intermediate containing C-1-C-27 with appropriate stereochemistry and functionalization for eventual conversion into the aplyronines. (C) 2004 Elsevier Ltd. All rights reserved.