2,6-anhydro-1,1-dichloro-3,4:5,7-di-O-isopropylidene-D-manno-hept-1-enitol | 165450-38-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 2,6-anhydro-1,1-dichloro-3,4:5,7-di-O-isopropylidene-D-manno-hept-1-enitol
• 英文别名: (1R,2S,6S,9R)-7-(dichloromethylidene)-4,4,12,12-tetramethyl-3,5,8,11,13-pentaoxatricyclo[7.4.0.02,6]tridecane
• CAS: 165450-38-4
• 化学式: C₁₃H₁₈Cl₂O₅
• 分子量: 325.189
• InChiKey: NXTCSPDUAJXRBP-HXFLIBJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  46.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-anhydro-1,1-dichloro-3,4:5,7-di-O-isopropylidene-D-manno-hept-1-enitol 在 镍 吡啶 、 氢气 、 溶剂黄146 、 sodium iodide 作用下， 以 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丁酮 为溶剂， 生成 [(2S,3R,4R,5S,6S)-4,5-dibenzoyloxy-6-[(2-methoxy-2-oxoethyl)sulfanylmethyl]-2-methyloxan-3-yl] benzoate
  参考文献：
  名称：

  Synthesis of a non-charged analogue of guanosyldiphosphofucose

  摘要：

  Methylene sulfonoamide is used as a non-charged surrogate of the diphosphate moiety to prepare an analogue of the fucosyl donor guanosyldiphosphofucose of potential use as inhibitor of fucosyltransferases. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01906-2
• 作为产物：
  描述：

  甘露糖 在 chromium trioxide-pyridine complex 、 对甲苯磺酸 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 2,6-anhydro-1,1-dichloro-3,4:5,7-di-O-isopropylidene-D-manno-hept-1-enitol
  参考文献：
  名称：

  Synthesis of a non-charged analogue of guanosyldiphosphofucose

  摘要：

  Methylene sulfonoamide is used as a non-charged surrogate of the diphosphate moiety to prepare an analogue of the fucosyl donor guanosyldiphosphofucose of potential use as inhibitor of fucosyltransferases. (C) 2001 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(01)01906-2

文献信息

• Dichloromethylenation of Lactones. 6. Efficient Synthesis of Dichloroolefins from Lactones and Acetates Using Triphenylphosphine and Tetrachloromethane
  作者：Mohamed Lakhrissi、Yves Chapleur

  DOI：10.1021/jo00098a039

  日期：1994.9

  Triphenylphosphine and tetrachloromethane react cleanly in refluxing tetrahydrofuran with substituted gamma and delta-lactones and some esters to afford the corresponding dichloroolefins in good yields. This new Wittig-type reaction provides an easy entry to this new class of compounds and tolerates a large variety of protecting groups. Application of this methodology to the dichloroolefination of simple lactones, sugar-derived lactones, and other biologically significant lactones is described.
• Synthesis of a non-charged analogue of guanosyldiphosphofucose
  作者：Gérald Carchon、Françoise Chrétien、Philippe Delannoy、André Verbert、Yves Chapleur

  DOI：10.1016/s0040-4039(01)01906-2

  日期：2001.12

  Methylene sulfonoamide is used as a non-charged surrogate of the diphosphate moiety to prepare an analogue of the fucosyl donor guanosyldiphosphofucose of potential use as inhibitor of fucosyltransferases. (C) 2001 Published by Elsevier Science Ltd.