(E)-(S)-4-((4S,5R,6R)-6-{(S)-1-[(4R,5R,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-2-methyl-pent-2-enoic acid ethyl ester | 177600-58-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-(S)-4-((4S,5R,6R)-6-{(S)-1-[(4R,5R,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-2-methyl-pent-2-enoic acid ethyl ester
• CAS: 177600-58-7
• 化学式: C₃₄H₅₄O₇
• 分子量: 574.799
• InChiKey: SZSFTMJJYQCGPI-XIJSYBNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.93
• 重原子数：
  41.0
• 可旋转键数：
  11.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  72.45
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (E)-(S)-4-((4S,5R,6R)-6-{(S)-1-[(4R,5R,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-2-methyl-pent-2-enoic acid ethyl ester 在 Pd-BaSO₄ 氢气 作用下， 以 乙醇 为溶剂， 以96%的产率得到(E)-(S)-4-((4S,5R,6R)-6-{(S)-1-[(4R,5R,6R)-6-((R)-2-Hydroxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-2-methyl-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Tandem synthesis of polypropionate chains–highly stereoselective synthesis of the ansa chain of streptovaricin U and protostreptovaricins based on stereospecific methylation of γ,δ-epoxy acrylates by trimethylaluminium

  摘要：

  The highly stereoselective synthesis of the ansa chain segment 23 of streptovaricin U and protostreptovaricins (I and II) is achieved by stereospecific methylation of gamma,delta-epoxy acrylates with trimethylaluminium.

  DOI：

  10.1039/cc9960001027
• 作为产物：
  描述：

  [(2R,3R)-3-((1R,2R,3S,4R,5R,6R,7R)-8-Benzyloxy-1,3,5,7-tetramethyl-2,4,6-tris-triethylsilanyloxy-octyl)-oxiranyl]-methanol 在 草酰氯 、 四丁基氟化铵 、 水 、 4-甲基苯磺酸吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (E)-(S)-4-((4S,5R,6R)-6-{(S)-1-[(4R,5R,6R)-6-((R)-2-Benzyloxy-1-methyl-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-ethyl}-2,2,5-trimethyl-[1,3]dioxan-4-yl)-2-methyl-pent-2-enoic acid ethyl ester
  参考文献：
  名称：

  Tandem synthesis of polypropionate chains–highly stereoselective synthesis of the ansa chain of streptovaricin U and protostreptovaricins based on stereospecific methylation of γ,δ-epoxy acrylates by trimethylaluminium

  摘要：

  The highly stereoselective synthesis of the ansa chain segment 23 of streptovaricin U and protostreptovaricins (I and II) is achieved by stereospecific methylation of gamma,delta-epoxy acrylates with trimethylaluminium.

  DOI：

  10.1039/cc9960001027