(R)-4-benzyl-3-((2R,3S,5S)-5,7-bis((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methylheptanoyl)oxazolidin-2-one | 861119-53-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 英文名称: (R)-4-benzyl-3-((2R,3S,5S)-5,7-bis((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methylheptanoyl)oxazolidin-2-one
• CAS: 861119-53-1
• 化学式: C₃₀H₅₃NO₆Si₂
• 分子量: 579.925
• InChiKey: REOPKVMSJHAXLV-BPHNFWMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.77
• 重原子数：
  39.0
• 可旋转键数：
  12.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  85.3
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-4-benzyl-3-((2R,3S,5S)-5,7-bis((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methylheptanoyl)oxazolidin-2-one 在 锂硼氢 、 2,6-二叔丁基吡啶 、 戴斯-马丁氧化剂 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 21.5h， 生成 (2R,3S,5S)-5,7-bis((tert-butyldimethylsilyl)oxy)-3-methoxy-2-methylheptanal
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluations of Aplyronine A–Mycalolide B Hybrid Compound

  摘要：

  A hybrid compound consisting of aplyronine A and mycalolide B was synthesized, and its biological activities were evaluated. The hybrid compound was found to have somewhat more potent actin-depolymerizing activity than aplyronine A. In contrast, the hybrid compound possessed about 1000-fold less cytotoxicity than aplyronine A. These results indicated that there is no direct correlation between actin-depolymerizing activity and cytotoxicity.

  DOI：

  10.1021/ol300182r
• 作为产物：
  描述：

  (5R)-2,2,3,3,9,9,10,10-octamethyl-5-(prop-2-en-1-yl)-4,8-dioxa-3,9-disilaundecane 在 sodium periodate 、 四氧化锇 、 水 、 四氯化钛 、 N-甲基吗啉氧化物 、 (+)-鹰爪豆碱 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 14.0h， 生成 (R)-4-benzyl-3-((2R,3S,5S)-5,7-bis((tert-butyldimethylsilyl)oxy)-3-hydroxy-2-methylheptanoyl)oxazolidin-2-one
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluations of Aplyronine A–Mycalolide B Hybrid Compound

  摘要：

  A hybrid compound consisting of aplyronine A and mycalolide B was synthesized, and its biological activities were evaluated. The hybrid compound was found to have somewhat more potent actin-depolymerizing activity than aplyronine A. In contrast, the hybrid compound possessed about 1000-fold less cytotoxicity than aplyronine A. These results indicated that there is no direct correlation between actin-depolymerizing activity and cytotoxicity.

  DOI：

  10.1021/ol300182r