Acetic acid (3aR,5R,6S,6aR)-5-((R)-1-azido-2-trifluoromethanesulfonyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester | 132572-57-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: Acetic acid (3aR,5R,6S,6aR)-5-((R)-1-azido-2-trifluoromethanesulfonyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
• 英文别名: [(3aR,5R,6S,6aR)-5-[(1R)-1-azido-2-(trifluoromethylsulfonyloxy)ethyl]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-yl] acetate
• CAS: 132572-57-7
• 化学式: C₁₂H₁₆F₃N₃O₈S
• 分子量: 419.336
• InChiKey: OEAQZIKTSDZDOE-HOTMZDKISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  27
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  120
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  Acetic acid (3aR,5R,6S,6aR)-5-((R)-1-azido-2-trifluoromethanesulfonyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-O-acetyl-5,6-diazido-5,6-dideoxy-1,2-O-isopropylidene-α-D-glucofuranose
  参考文献：
  名称：

  Binding and catalysis by yeast aldose reductase: A substrate-analog approach with new aldose derivatives

  摘要：

  5-Deoxy-D-xylofuranose derivatives and a range of new 5,6-dideoxy analogs of D-glucofuranose bearing azido or fluoro substituents were synthesised and employed as substrates of the NADH-dependent aldehyde reduction catalysed by yeast aldose reductase. In terms of catalytic efficiencies, these products proved to be superior to the parent compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00255-3
• 作为产物：
  描述：

  Acetic acid (3aR,5R,6S,6aR)-5-((R)-1-azido-2-trityloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester 在 吡啶 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 生成 Acetic acid (3aR,5R,6S,6aR)-5-((R)-1-azido-2-trifluoromethanesulfonyloxy-ethyl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl ester
  参考文献：
  名称：

  Binding and catalysis by yeast aldose reductase: A substrate-analog approach with new aldose derivatives

  摘要：

  5-Deoxy-D-xylofuranose derivatives and a range of new 5,6-dideoxy analogs of D-glucofuranose bearing azido or fluoro substituents were synthesised and employed as substrates of the NADH-dependent aldehyde reduction catalysed by yeast aldose reductase. In terms of catalytic efficiencies, these products proved to be superior to the parent compounds. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00255-3

文献信息

• DAX, K.;GRASS. BERGER, V.;STUTZ, A. E., J. CARBOHYDR. CHEM., 9,(1990) N, C. 903-908
  作者：DAX, K.、GRASS. BERGER, V.、STUTZ, A. E.

  DOI：——

  日期：——