(4R,6R,10R,12R)-4,10-bis[[tert-butyl(dimethyl)silyl]oxy]-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione | 1106402-17-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: (4R,6R,10R,12R)-4,10-bis[[tert-butyl(dimethyl)silyl]oxy]-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione
• CAS: 1106402-17-8
• 化学式: C₃₂H₆₄O₆Si₂
• 分子量: 601.028
• InChiKey: OQWDYBMTQYMQMU-BIYDSLDMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.33
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (4R,6R,10R,12R)-4,10-bis[[tert-butyl(dimethyl)silyl]oxy]-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione 在 pyridine hydrofluoride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以88%的产率得到verbalactone
  参考文献：
  名称：

  Facile access to some chiral building blocks. Synthesis of verbalactone and exophilin A

  摘要：

  D-Glucono-1,5-lactone, all inexpensive carbohydrate, was elaborated into chiral building blocks readily applicable in synthesis via practical routes without involving any expensive reagents or tedious operations. Application Of Such chiral building blocks in total synthesis is then exemplified through construction of verbalactone and exophilin A. The latter compound has not been synthesized to date. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.050
• 作为产物：
  描述：

  (3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-[(3R,5R)-3-[tert-butyl(dimethyl)silyl]oxy-5-hydroxydecanoyl]oxydecanoic acid 在 4-二甲氨基吡啶 、 2-甲基-6-硝基苯甲酸酐 作用下， 以 甲苯 为溶剂， 反应 29.0h， 以84%的产率得到(4R,6R,10R,12R)-4,10-bis[[tert-butyl(dimethyl)silyl]oxy]-6,12-dipentyl-1,7-dioxacyclododecane-2,8-dione
  参考文献：
  名称：

  Facile access to some chiral building blocks. Synthesis of verbalactone and exophilin A

  摘要：

  D-Glucono-1,5-lactone, all inexpensive carbohydrate, was elaborated into chiral building blocks readily applicable in synthesis via practical routes without involving any expensive reagents or tedious operations. Application Of Such chiral building blocks in total synthesis is then exemplified through construction of verbalactone and exophilin A. The latter compound has not been synthesized to date. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.050