2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol | 725250-97-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol
• CAS: 725250-97-5
• 化学式: C₄₁H₆₆O₆Si
• 分子量: 683.057
• InChiKey: VWYJTKKJEDMEPN-QIGIOJKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.91
• 重原子数：
  48.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  66.38
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol 在 lithium hydroxide 、 草酰氯 、 四丁基氟化铵 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 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-4-methoxy-2-methylpentanal 在 barium dihydroxide 、 dimethyl sulfide borane 、 CBS catalyst 、 sodium hydride 、 LiDBB 作用下， 以 四氢呋喃 为溶剂， 生成 2-{(4R,5R,6R)-6-[(E)-(1R,4S,8R,10R)-11-(tert-Butyl-diphenyl-silanyloxy)-4,10-dimethoxy-1,5,8-trimethyl-undec-5-enyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-ethanol
  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