methyl (1R,3R)-2,2-dimethyl-3-{(2R,3E)-3-methyl-4-(2-methylthiazol-4-yl)-2-[(triethylsilyl)oxy]but-3-en-1-yl}cyclopropanecarboxylate | 1209457-41-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: methyl (1R,3R)-2,2-dimethyl-3-{(2R,3E)-3-methyl-4-(2-methylthiazol-4-yl)-2-[(triethylsilyl)oxy]but-3-en-1-yl}cyclopropanecarboxylate
• 英文别名: methyl (1R,3R)-2,2-dimethyl-3-[(2R,3E)-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)-2-(triethylsilyloxy)but-3-en-1-yl]cyclopropanecarboxylate；Methyl (1r,3r)-2,2-dimethyl-3-[(2r,3e)-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)-2-(triethyl-silyloxy)but-3-en-1-yl]cyclopropane-carboxylate；methyl (1R,3R)-2,2-dimethyl-3-[(E,2R)-3-methyl-4-(2-methyl-1,3-thiazol-4-yl)-2-triethylsilyloxybut-3-enyl]cyclopropane-1-carboxylate
• CAS: 1209457-41-9
• 化学式: C₂₂H₃₇NO₃SSi
• 分子量: 423.692
• InChiKey: BSDFELMDKPUEPA-FXDSVPHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  76.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  methyl (3R,5R,6E)-6-methyl-7-(2-methyl-1,3-thiazol-4-yl)-5-triethylsilyloxy-3-(1-chloro-1-methylethyl)hept-6-enoate 在 sodium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以40%的产率得到methyl (1R,3R)-2,2-dimethyl-3-{(2R,3E)-3-methyl-4-(2-methylthiazol-4-yl)-2-[(triethylsilyl)oxy]but-3-en-1-yl}cyclopropanecarboxylate
  参考文献：
  名称：

  Synthesis of the thiazole-containing C11–C21-block of a gem-dimethylcyclopropane derivative of epothilones

  摘要：

  The synthesis of key chiral block for a gem-dimethylcyclopropane analogue of epothilones from R-carvone has been developed.

  DOI：

  10.1016/j.mencom.2009.09.004

文献信息

• Carvone hydrochloride in the synthesis of thiazole-containing C11–C21-block of epithilones gem-dimethylcyclopropane analogs
  作者：N. K. Selezneva、F. A. Gimalova、R. F. Valeev、M. S. Miftakhov

  DOI：10.1134/s1070428010020089

  日期：2010.2

  Starting with R-(-)-carvone hydrochloride a synthesis was developed of the key chiral block for the epothilones gem-dimethylcyclopropane analog.