(1R,7R)-3-(12,12-dimethyl-13-ethanol)-9,9-di-(t-butyl)-2,8,10-trioxa-9-silabicyclo[5.4.0]undec-5-ene | 1190739-05-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (1R,7R)-3-(12,12-dimethyl-13-ethanol)-9,9-di-(t-butyl)-2,8,10-trioxa-9-silabicyclo[5.4.0]undec-5-ene
• 英文别名: 2-[(4aR,6S,9aR)-2,2-ditert-butyl-4a,6,7,9a-tetrahydro-4H-[1,3,2]dioxasilino[5,4-b]oxepin-6-yl]-2-methylpropan-1-ol
• CAS: 1190739-05-9
• 化学式: C₁₉H₃₆O₄Si
• 分子量: 356.578
• InChiKey: NBPZUCWBLRLDDT-OAGGEKHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.18
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 2-[(4aR,6S,9aR)-2,2-ditert-butyl-4a,6,7,9a-tetrahydro-4H-[1,3,2]dioxasilino[5,4-b]oxepin-6-yl]-2-methylpropanoate 在 二异丁基氢化铝 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以54%的产率得到(1R,7R)-3-(12,12-dimethyl-13-ethanol)-9,9-di-(t-butyl)-2,8,10-trioxa-9-silabicyclo[5.4.0]undec-5-ene
  参考文献：
  名称：

  Heptanosides from Galactose-Derived Oxepenes via Stereoselective Addition Reactions

  摘要：

  Addition reactions to a 3,4-anhydroheptanose gave heptanoside analogues of carbohydrate derivatives in good to excellent stereochemical purity. Characterization of the products by H-1 and C-13 NMR, COSY, HSQC-DEPT, HMBC, 1D TOCSY, and NOE experiments were performed to obtain the stereochemistry of addition. The 3,4-anhydroheptanose used in this study is obtained from the ring-expansion of a cyclopropanated galactal and thus demonstrates the synthetic utility of heptanose synthesis via cyclopropanated carbohydrates.

  DOI：

  10.1021/jo901706e