(2S,3R,4S,6S)-1-(tert-butyldimethylsilyloxy)-2,4,6-trimethyldodecan-3-ol | 1233512-15-6

• 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: (2S,3R,4S,6S)-1-(tert-butyldimethylsilyloxy)-2,4,6-trimethyldodecan-3-ol
• CAS: 1233512-15-6
• 化学式: C₂₁H₄₆O₂Si
• 分子量: 358.681
• InChiKey: OLZBVTJHUCWCTA-LWYYNNOASA-N

物化性质

• 沸点：
  403.3±28.0 °C(predicted)
• 密度：
  0.861±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.64
• 重原子数：
  24.0
• 可旋转键数：
  12.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,6S)-1-(tert-butyldimethylsilyloxy)-2,4,6-trimethyldodecan-3-ol 、 苄氧羰基-L-丙氨酸 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Total synthesis of emericellamides A and B

  摘要：

  A concise total synthesis of emericellamides A and B, two cyclic depsipeptides exhibiting antibacterial and cytotoxic activities, is reported. A Paterson anti-aldol reaction and a hydroxy directed 1,3-anti reduction were applied for construction of the polypropionate unit with the required stereochemistry in emericellamides A and B. An FDPP mediated macrolactamization was used to construct the macrocycle of emericellamides A and B. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.012
• 作为产物：
  描述：

  (4R,5S)-2-(4-methoxyphenyl)-5-methyl-4-((2S,4S)-4-methyldecan-2-yl)-1,3-dioxane 在 咪唑 、 palladium 10% on activated carbon 、 氢气 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 10.0h， 生成 (2S,3R,4S,6S)-1-(tert-butyldimethylsilyloxy)-2,4,6-trimethyldodecan-3-ol
  参考文献：
  名称：

  Total synthesis of emericellamides A and B

  摘要：

  A concise total synthesis of emericellamides A and B, two cyclic depsipeptides exhibiting antibacterial and cytotoxic activities, is reported. A Paterson anti-aldol reaction and a hydroxy directed 1,3-anti reduction were applied for construction of the polypropionate unit with the required stereochemistry in emericellamides A and B. An FDPP mediated macrolactamization was used to construct the macrocycle of emericellamides A and B. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2013.07.012

文献信息

• Application of desymmetrization protocol for the formal total synthesis of emericellamide B
  作者：Debendra K. Mohapatra、Sk. Samad Hossain、Santu Dhara、J.S. Yadav

  DOI：10.1016/j.tetlet.2010.04.015

  日期：2010.6

  A highly convergent formal total synthesis of emericellamide B, a 19-membered antibacterial depsipeptide is described. The key feature of the strategy is the generation of four stereogenic centers from a bicyclic precursor via desymmetrization technique and utilization for emericellamide B and related natural product synthesis. (C) 2010 Elsevier Ltd. All tights reserved.