(3S,5R)-6-[tert-butyl(diphenyl)silyl]oxy-5-methoxy-3-methylhexanal | 1027025-42-8

• 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: (3S,5R)-6-[tert-butyl(diphenyl)silyl]oxy-5-methoxy-3-methylhexanal
• CAS: 1027025-42-8
• 化学式: C₂₄H₃₄O₃Si
• 分子量: 398.618
• InChiKey: YJFPDKUIEHUZHR-NHCUHLMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.19
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S,5R)-6-[tert-butyl(diphenyl)silyl]oxy-5-methoxy-3-methylhexanal 在 barium dihydroxide 、 pyridine-SO3 complex 、 dimethyl sulfide borane 、 CBS catalyst 、 四丁基氟化铵 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 生成 (E)-(2R,4R,8S,11R)-11-[(4R,5R,6R)-6-(2-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-2,8-dimethoxy-4,7-dimethyl-dodec-6-enal
  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 二异丁基氢化铝 作用下， 以 四氢呋喃 为溶剂， 生成 (3S,5R)-6-[tert-butyl(diphenyl)silyl]oxy-5-methoxy-3-methylhexanal
  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