4-O-benzyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-L-arabino-hexopyranosyl-(1->6)-1,2,:3,4-di-O-isopropylidene-α-D-galactopyranose

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-O-benzyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-L-arabino-hexopyranosyl-(1->6)-1,2,:3,4-di-O-isopropylidene-α-D-galactopyranose
• 英文别名: tert-butyl-dimethyl-[(2S,3S,4S)-2-methyl-3-phenylmethoxy-6-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]oxan-4-yl]oxysilane
• 化学式: C₃₁H₅₀O₉Si
• 分子量: 594.818
• InChiKey: FWPUFURCEDSPAR-NFTVXEKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.51
• 重原子数：
  41
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  83.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  3-O-tert-butyldimethylsilyl-L-rhamnal 在 三苯基膦氢溴酸盐 sodium hydride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 生成 4-O-benzyl-3-O-tert-butyldimethylsilyl-2,6-dideoxy-L-arabino-hexopyranosyl-(1->6)-1,2,:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  4-O-Acetyl-3-O-tert-butyldimethylsilyl-l-rhamnal: a building block in the stereoselective synthesis of 2-deoxy-α-l-rhamnopyranosides

  摘要：

  The stereoselective synthesis of 2-deoxy-alpha-L-glycosides by addition of various acceptors to 4-O-acetyl-3-O-tert-butyldimethylsilyi-L-rhamnal promoted by triphenylphosphine-hydrogen bromide is developed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2006.09.007

文献信息

• 4-O-Acetyl-3-O-tert-butyldimethylsilyl-l-rhamnal: a building block in the stereoselective synthesis of 2-deoxy-α-l-rhamnopyranosides
  作者：Ilona Wandzik、Tadeusz Bieg

  DOI：10.1016/j.carres.2006.09.007

  日期：2006.11

  The stereoselective synthesis of 2-deoxy-alpha-L-glycosides by addition of various acceptors to 4-O-acetyl-3-O-tert-butyldimethylsilyi-L-rhamnal promoted by triphenylphosphine-hydrogen bromide is developed. (c) 2006 Elsevier Ltd. All rights reserved.