2,5-anhydro-3-azido-4-O-benzyl-6-O-(tert-butyl-diphenylsilyl)-3-deoxy-D-altrose dimethyl acetal | 849631-30-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-anhydro-3-azido-4-O-benzyl-6-O-(tert-butyl-diphenylsilyl)-3-deoxy-D-altrose dimethyl acetal
• 英文别名: [(2R,3S,4R,5S)-4-azido-5-(dimethoxymethyl)-3-phenylmethoxyoxolan-2-yl]methoxy-tert-butyl-diphenylsilane
• CAS: 849631-30-7
• 化学式: C₃₁H₃₉N₃O₅Si
• 分子量: 561.753
• InChiKey: ODRXUKISMHPRPA-OLQMUTRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,5-anhydro-3-azido-4-O-benzyl-6-O-(tert-butyl-diphenylsilyl)-3-deoxy-D-altrose dimethyl acetal 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以98%的产率得到2,5-anhydro-3-azido-4-O-benzyl-3-deoxy-D-altrose dimethyl acetal
  参考文献：
  名称：

  Efficient synthesis of multifunctional furanoid C-glycoamino acid precursors

  摘要：

  Ready access to constrained, multifunctionalized, hydrolytically stable amino acids has been established by the synthesis of their direct precursors using 2,5-anhydro-3-azido-3-deoxy-D-altrose (a 'formyl azido-C-glycofuranoside'), or its readily available, stable synthetic equivalent [(1R) and (1S)-2,5-anhydro-3-azido-4,6-O-benzylidene-3-deoxy-1-fluoro-1-O-methyl-D-altritol], as novel molecular scaffolds. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.024
• 作为产物：
  描述：

  2,5-anhydro-3-azido-3-deoxy-D-altrose dimethyl acetal 在 吡啶 、 4-二甲氨基吡啶 、 氢氧化钾 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 15.75h， 生成 2,5-anhydro-3-azido-4-O-benzyl-6-O-(tert-butyl-diphenylsilyl)-3-deoxy-D-altrose dimethyl acetal
  参考文献：
  名称：

  Efficient synthesis of multifunctional furanoid C-glycoamino acid precursors

  摘要：

  Ready access to constrained, multifunctionalized, hydrolytically stable amino acids has been established by the synthesis of their direct precursors using 2,5-anhydro-3-azido-3-deoxy-D-altrose (a 'formyl azido-C-glycofuranoside'), or its readily available, stable synthetic equivalent [(1R) and (1S)-2,5-anhydro-3-azido-4,6-O-benzylidene-3-deoxy-1-fluoro-1-O-methyl-D-altritol], as novel molecular scaffolds. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2004.12.024

文献信息

• Efficient synthesis of multifunctional furanoid C-glycoamino acid precursors
  作者：Yolanda Vera-Ayoso、Pastora Borrachero、Francisca Cabrera-Escribano、Manuel Gómez-Guillén

  DOI：10.1016/j.tetasy.2004.12.024

  日期：2005.2

  Ready access to constrained, multifunctionalized, hydrolytically stable amino acids has been established by the synthesis of their direct precursors using 2,5-anhydro-3-azido-3-deoxy-D-altrose (a 'formyl azido-C-glycofuranoside'), or its readily available, stable synthetic equivalent [(1R) and (1S)-2,5-anhydro-3-azido-4,6-O-benzylidene-3-deoxy-1-fluoro-1-O-methyl-D-altritol], as novel molecular scaffolds. (C) 2005 Elsevier Ltd. All rights reserved.