phenyl 2,3-di-O-acetyl-4-O-chloroacetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside | 888012-98-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: phenyl 2,3-di-O-acetyl-4-O-chloroacetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside
• 英文别名: ClAc(-4)[TBDMS(-6)]Glc2Ac3Ac(b)-SPh；[(2R,3R,4S,5R,6S)-4,5-diacetyloxy-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-6-phenylsulfanyloxan-3-yl] 2-chloroacetate
• CAS: 888012-98-4
• 化学式: C₂₄H₃₅ClO₈SSi
• 分子量: 547.142
• InChiKey: XYAYFZWSFMVEQE-IFPLKCGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.54
• 重原子数：
  35
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  phenyl 2,3-di-O-acetyl-4-O-chloroacetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside 在 六氟磷酸钾 作用下， 以 乙腈 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  A novel and efficient ionic liquid supported synthesis of oligosaccharides

  摘要：

  A novel and efficient ionic liquid supported synthesis of oligosaccliarides with a general protocol of coupling and purification is described. The method represents an attractive alternative to the classical solid- and fluorous-phase synthesis strategies and combines the advantage of performing homogeneous chemistry on a relatively large scale while avoiding large excesses of reagents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.002
• 作为产物：
  描述：

  phenyl 2,3-di-O-acetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside 、 氯乙酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以99%的产率得到phenyl 2,3-di-O-acetyl-4-O-chloroacetyl-6-O-tert-butyldimethylsilyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  A novel and efficient ionic liquid supported synthesis of oligosaccharides

  摘要：

  A novel and efficient ionic liquid supported synthesis of oligosaccliarides with a general protocol of coupling and purification is described. The method represents an attractive alternative to the classical solid- and fluorous-phase synthesis strategies and combines the advantage of performing homogeneous chemistry on a relatively large scale while avoiding large excesses of reagents. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.03.002