(2S,3R,4S,6S)-2,4,6-trimethyldodecane-1,3-diol | 1233512-11-2

• 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: (2S,3R,4S,6S)-2,4,6-trimethyldodecane-1,3-diol
• CAS: 1233512-11-2
• 化学式: C₁₅H₃₂O₂
• 分子量: 244.418
• InChiKey: QLBAOFCZYIZBPI-ZQDZILKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S,6S)-2,4,6-trimethyldodecane-1,3-diol 在 咪唑 、 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.0h， 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：

  (S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one 在 偶氮二异丁腈 、 palladium 10% on activated carbon 、 氯代二环己基硼烷 、 氢气 、 三正丁基氢锡 、 sodium hexamethyldisilazane 、 三乙胺 、 2,3-二氯-5,6-二氰基-1,4-苯醌 、 tetramethylammonium triacetoxyborohydride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 二氯甲烷 、 溶剂黄146 、 丙酮 为溶剂， -78.0~120.0 ℃ 、101.33 kPa 条件下， 反应 36.58h， 生成 (2S,3R,4S,6S)-2,4,6-trimethyldodecane-1,3-diol
  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.
• Total synthesis of emericellamides A and B
  作者：Tapan Kumar Pradhan、Karla Mahender Reddy、Subhash Ghosh

  DOI：10.1016/j.tetasy.2013.07.012

  日期：2013.9

  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.