(3aR,9R,9aS,9bS)-9-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-a]indolizin-6-one | 433926-63-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚里西啶
• 英文名称: (3aR,9R,9aS,9bS)-9-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-a]indolizin-6-one
• CAS: 433926-63-7
• 化学式: C₁₇H₃₁NO₄Si
• 分子量: 341.523
• InChiKey: CPKMVFLECIBSBL-QHSBEEBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  48.0
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (3aR,9R,9aS,9bS)-9-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-a]indolizin-6-one 在 palladium on activated charcoal sodium azide 、 dimethyl sulfide borane 、 氢气 、 仲丁基锂 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， -78.0~80.0 ℃ 、101.33 kPa 条件下， 反应 80.0h， 生成 {4-[(3aR,7R,9R,9aS,9bS)-9-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizin-7-yl]-butyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Preparation of immobilized swainsonine analogs on solid support

  摘要：

  Golgi alpha-mannosidase II and lysosomal mannosidase are examples of biologically important alpha-mannosidases that are difficult to purify. Swainsonine is an effective inhibitor of these a-mannosidases. In this report, analogs of swainsonine bearing an aminoalkyl group at C3 or C6 are synthesized and coupled with AM-Gel 10 to prepare affinity matrices that may be useful for the preparation of alpha-mannosidases. Model ligands, where the aminoalkyl group is capped with an acyl group, are evaluated against a commercial alpha-mannosidase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00254-x
• 作为产物：
  描述：

  叔丁基二甲基氯硅烷 、 (1S,2R,8R,8aR)-8-hydroxy-1,2-(isopropylidenedioxy)octahydroindolizin-5-one 在 咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以84%的产率得到(3aR,9R,9aS,9bS)-9-(tert-Butyl-dimethyl-silanyloxy)-2,2-dimethyl-hexahydro-[1,3]dioxolo[4,5-a]indolizin-6-one
  参考文献：
  名称：

  Preparation of immobilized swainsonine analogs on solid support

  摘要：

  Golgi alpha-mannosidase II and lysosomal mannosidase are examples of biologically important alpha-mannosidases that are difficult to purify. Swainsonine is an effective inhibitor of these a-mannosidases. In this report, analogs of swainsonine bearing an aminoalkyl group at C3 or C6 are synthesized and coupled with AM-Gel 10 to prepare affinity matrices that may be useful for the preparation of alpha-mannosidases. Model ligands, where the aminoalkyl group is capped with an acyl group, are evaluated against a commercial alpha-mannosidase. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00254-x