1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-ribofuranose | 191538-47-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-ribofuranose
• CAS: 191538-47-3
• 化学式: C₁₃H₂₂O₆
• 分子量: 274.314
• InChiKey: YCRRJNFECAYZMK-ZYUZMQFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.81
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  74.22
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  苯甲酰氯 、 1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-ribofuranose 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 生成 3-O-benzoyl-1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-ribofuranose
  参考文献：
  名称：

  Synthesis of furanose glycals from furanose 1,2-diols and their cyclic thiocarbonate esters

  摘要：

  Two new methods for the synthesis of furanoid glycals are described. Both procedures were shown to be faster and cheaper that those previously reported. Protected 1,2-dihydroxypento- and hexo-furanose derivatives with the D-xylo, D-gluco and D-riba, D-allo configurations were used as starting material to afford the corresponding C-3,4 D-threo and D-erythro glycals derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00072-4
• 作为产物：
  描述：

  1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-erythro-pent-3-ulofuranose 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以89%的产率得到1,2-O-isopropylidene-5-O-2,2-dimethylpropanoyl-α-D-ribofuranose
  参考文献：
  名称：

  Synthesis of furanose glycals from furanose 1,2-diols and their cyclic thiocarbonate esters

  摘要：

  Two new methods for the synthesis of furanoid glycals are described. Both procedures were shown to be faster and cheaper that those previously reported. Protected 1,2-dihydroxypento- and hexo-furanose derivatives with the D-xylo, D-gluco and D-riba, D-allo configurations were used as starting material to afford the corresponding C-3,4 D-threo and D-erythro glycals derivatives. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0008-6215(97)00072-4

文献信息

• Facile Cleavage of Silyl Protecting Groups with Catalytic Amounts of FeCl₃
  作者：Yikang Wu、Yong-Qing Yang、Jia-Rong Cui、Lin-Gui Zhu、Ya-Ping Sun

  DOI：10.1055/s-2006-926256

  日期：——

  A very mild and environmentally benign method for ­removal of silyl protecting groups using catalytic amounts of iron ion in MeOH is presented. The method is particularly effective for cleaving triethylsilyl (TES) protecting groups.

  本文介绍了一种温和且环境友好的方法，使用催化量的铁离子在甲醇中去除硅烷保护基团。该方法特别有效地裂解了三乙基硅烷（TES）保护基团。