(2S,3S,4S,5S,6S)-1-(4-methoxybenzyloxy)-2,4,6-trimethyldodecane-3,5-diol | 1453811-63-6

• 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,3S,4S,5S,6S)-1-(4-methoxybenzyloxy)-2,4,6-trimethyldodecane-3,5-diol
• 英文别名: (2S,3S,4S,5S,6S)-1-[(4-methoxyphenyl)methoxy]-2,4,6-trimethyldodecane-3,5-diol
• CAS: 1453811-63-6
• 化学式: C₂₃H₄₀O₄
• 分子量: 380.568
• InChiKey: JTOMFKPGOQIMGA-PTRTWWQBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  27
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3S,4S,5S,6S)-1-(4-methoxybenzyloxy)-2,4,6-trimethyldodecane-3,5-diol 在 sodium hexamethyldisilazane 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.58h， 生成 O-(2R,3S,4S)-2-((4S,5S)-2-(4-methoxyphenyl)-5-methyl-1,3-dioxan-4-yl)-4-methyldecan-3-yl (S)-methyl carbonodithioate
  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 氯代二环己基硼烷 、 三乙胺 、 tetramethylammonium triacetoxyborohydride 作用下， 以 乙醚 、 溶剂黄146 、 丙酮 为溶剂， 反应 32.5h， 生成 (2S,3S,4S,5S,6S)-1-(4-methoxybenzyloxy)-2,4,6-trimethyldodecane-3,5-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