(3aR,5S,6R,6aR)-2,2-dimethyl-6-(methylamino)-5-(trityloxymethyl)-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: (3aR,5S,6R,6aR)-2,2-dimethyl-6-(methylamino)-5-(trityloxymethyl)-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile
• 化学式: C₂₉H₃₀N₂O₄
• 分子量: 470.568
• InChiKey: UBECDDQBWSKWCO-IYOUEGCASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  72.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2-O-ISOPROPYLIDENE-5-O-(TRIPHENYLMETHYL)-伪-D-ERYTHRO-PENTOFURANOS-3-ULOSE 在 titanium(IV) isopropylate 、 氨 作用下， 以 甲醇 为溶剂， 反应 24.0h， 生成 (3aR,5S,6R,6aR)-2,2-dimethyl-6-(methylamino)-5-(trityloxymethyl)-5,6a-dihydro-3aH-furo[2,3-d][1,3]dioxole-6-carbonitrile
  参考文献：
  名称：

  Stereoselective synthesis of α-aminonitriles at non-anomeric positions of monosaccharides

  摘要：

  alpha-Aminonitriles have been stereoselectively introduced at non-anomeric positions of monosaccharides, in which the carbon C-alpha is one of the atoms of the sugar ring. Target compounds were prepared from various ulose derivatives and amines using titanium(IV) isopropoxide as a mild and effective Lewis acid. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01090-x

文献信息

• Stereoselective synthesis of α-aminonitriles at non-anomeric positions of monosaccharides
  作者：Denis Postel、Albert Nguyen Van Nhien、Michelle Pillon、Pierre Villa、Gino Ronco

  DOI：10.1016/s0040-4039(00)01090-x

  日期：2000.8

  alpha-Aminonitriles have been stereoselectively introduced at non-anomeric positions of monosaccharides, in which the carbon C-alpha is one of the atoms of the sugar ring. Target compounds were prepared from various ulose derivatives and amines using titanium(IV) isopropoxide as a mild and effective Lewis acid. (C) 2000 Elsevier Science Ltd. All rights reserved.