(2R,3R,4R,5S)-3,4,5-tris(phenylmethoxy)-2-(trityloxymethyl)oxane | 177553-27-4

• 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: (2R,3R,4R,5S)-3,4,5-tris(phenylmethoxy)-2-(trityloxymethyl)oxane
• CAS: 177553-27-4
• 化学式: C₄₆H₄₄O₅
• 分子量: 676.852
• InChiKey: ADVMEZQOIIYHKK-HLBUBFAMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  51
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  (2R,3R,4R,5S)-3,4,5-tris(phenylmethoxy)-2-(trityloxymethyl)oxane 在 溶剂黄146 作用下， 以 水 为溶剂， 反应 3.0h， 以0.30 g的产率得到C-(2,3,4-tri-O-benzyl-β-D-xylopyranosyl)-methanol
  参考文献：
  名称：

  A New Strategy for the Stereoselecitve Syntheses of C-Glycosyl Compounds of β-Pentapyranoses

  摘要：

  The C-glycosyl compounds of beta-L-xylopyranose and beta-D-arabinopyranose were conveniently prepared by reduction of methyl alpha-D-glucopyranoside and methyl alpha-D-mannopyranoside with triethylsilane in the presence of trimethylsilyl trifluoromethanesulfonate, respectively.

  DOI：

  10.1080/00397919608003565
• 作为产物：
  描述：

  alpha-甲基葡萄糖甙 在 palladium on activated charcoal 吡啶 、 三乙基硅烷 、 三氟甲磺酸三甲基硅酯 、 氢气 、 potassium hydride 、 sodium hydride 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 63.0h， 生成 (2R,3R,4R,5S)-3,4,5-tris(phenylmethoxy)-2-(trityloxymethyl)oxane
  参考文献：
  名称：

  A New Strategy for the Stereoselecitve Syntheses of C-Glycosyl Compounds of β-Pentapyranoses

  摘要：

  The C-glycosyl compounds of beta-L-xylopyranose and beta-D-arabinopyranose were conveniently prepared by reduction of methyl alpha-D-glucopyranoside and methyl alpha-D-mannopyranoside with triethylsilane in the presence of trimethylsilyl trifluoromethanesulfonate, respectively.

  DOI：

  10.1080/00397919608003565

文献信息

• A New Strategy for the Stereoselecitve Syntheses of C-Glycosyl Compounds of β-Pentapyranoses
  作者：Zhong-Wu Guo、Yong-Zheng Hui

  DOI：10.1080/00397919608003565

  日期：1996.6

  The C-glycosyl compounds of beta-L-xylopyranose and beta-D-arabinopyranose were conveniently prepared by reduction of methyl alpha-D-glucopyranoside and methyl alpha-D-mannopyranoside with triethylsilane in the presence of trimethylsilyl trifluoromethanesulfonate, respectively.