(3aR,5S,6R,6aR)-6-amino-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile | 1355965-48-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3aR,5S,6R,6aR)-6-amino-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile
• CAS: 1355965-48-8
• 化学式: C₁₅H₂₈N₂O₄Si
• 分子量: 328.484
• InChiKey: QIQMTVXNXWJXEF-NWJSVONSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  86.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3aR,5S,6R,6aR)-6-amino-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile 在 吡啶 、 4-二甲氨基吡啶 、 sodium hydride 作用下， 以 丙酮 为溶剂， 反应 7.0h， 生成 5-O-tert-butyldimethylsilyl-3-C-cyano-3-deoxy-1,2-O-isopropylidene-3-N-methylbenzamido-α-D-ribofuranose
  参考文献：
  名称：

  Reactivity of sugar α-aminonitrile derivatives under titanium-mediated cyclopropanation conditions

  摘要：

  The reactivity of different sugar alpha-aminonitriles has been studied under titanium-mediated cyclo-propanation conditions. This study has been performed on amide, lactam, and imide derivatives. It has been possible to obtain spiro[furanose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a] imidazole])] derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.067
• 作为产物：
  描述：

  三甲基氰硅烷 、 5-O-(tert-butyldimethylsilyl)-1,2-O-isopropylidene-α-D-erythro-pentofuranos-3-ulose 在 titanium(IV) isopropylate 、 氨 作用下， 以 甲醇 为溶剂， 生成 (3aR,5S,6R,6aR)-6-amino-5-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,2-dimethyl-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile
  参考文献：
  名称：

  Reactivity of sugar α-aminonitrile derivatives under titanium-mediated cyclopropanation conditions

  摘要：

  The reactivity of different sugar alpha-aminonitriles has been studied under titanium-mediated cyclo-propanation conditions. This study has been performed on amide, lactam, and imide derivatives. It has been possible to obtain spiro[furanose-3,3'-(3',5',6',7'-tetrahydrospiro[cyclopropane-1,2'-pyrrolo[1,2-a] imidazole])] derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.11.067