tert-butyldimethylsilyl 2-azido-2-deoxy-6-O-tosyl-β-D-glucopyranoside | 936324-96-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyldimethylsilyl 2-azido-2-deoxy-6-O-tosyl-β-D-glucopyranoside
• CAS: 936324-96-8
• 化学式: C₁₉H₃₁N₃O₇SSi
• 分子量: 473.623
• InChiKey: GOZKIPFOUQANAX-ZKXLYKBJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  31.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  151.05
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tert-butyldimethylsilyl 2-azido-2-deoxy-6-O-tosyl-β-D-glucopyranoside 在 sodium tetrahydroborate 、 sodium iodide 作用下， 以 二甲基亚砜 、 丁酮 为溶剂， 反应 10.0h， 生成 tert-butyldimethylsilyl 2-azido-2,6-dideoxy-β-D-glucopyranoside
  参考文献：
  名称：

  A synthetic study towards the PSA1 tetrasaccharide repeating unit

  摘要：

  A synthetic study to the protected tetrasaccharide repeating unit of zwitterionic polysaccharide PSA1 using 1-thio, 1-seleno and 1-hydroxyl functionalized donor glycosides is presented. The ABC trisaccharide part was successfully assembled using an iterative clehydrative glycosylation protocol. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.067
• 作为产物：
  描述：

  tert-Butyldimethylsilyl-2-azido-2-desoxy-β-D-glucopyranosid 、 对甲苯磺酰氯 在 吡啶 作用下， 反应 5.0h， 以80%的产率得到tert-butyldimethylsilyl 2-azido-2-deoxy-6-O-tosyl-β-D-glucopyranoside
  参考文献：
  名称：

  A synthetic study towards the PSA1 tetrasaccharide repeating unit

  摘要：

  A synthetic study to the protected tetrasaccharide repeating unit of zwitterionic polysaccharide PSA1 using 1-thio, 1-seleno and 1-hydroxyl functionalized donor glycosides is presented. The ABC trisaccharide part was successfully assembled using an iterative clehydrative glycosylation protocol. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.02.067

文献信息

• A synthetic study towards the PSA1 tetrasaccharide repeating unit
  作者：Leendert J. van den Bos、Thomas J. Boltje、Tom Provoost、Jaroslaw Mazurek、Herman S. Overkleeft、Gijsbert A. van der Marel

  DOI：10.1016/j.tetlet.2007.02.067

  日期：2007.4

  A synthetic study to the protected tetrasaccharide repeating unit of zwitterionic polysaccharide PSA1 using 1-thio, 1-seleno and 1-hydroxyl functionalized donor glycosides is presented. The ABC trisaccharide part was successfully assembled using an iterative clehydrative glycosylation protocol. (c) 2007 Elsevier Ltd. All rights reserved.