(2R,3R,4R)-6-Benzenesulfonyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran | 150949-13-6

• 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: (2R,3R,4R)-6-Benzenesulfonyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran
• 英文别名: TBDMS(-3)[Bn(-4)][TBDMS(-6)]2-deoxy-D-araHex-Bes；[(2R,3R,4R)-6-(benzenesulfonyl)-2-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-phenylmethoxyoxan-4-yl]oxy-tert-butyl-dimethylsilane
• CAS: 150949-13-6
• 化学式: C₃₁H₅₀O₆SSi₂
• 分子量: 606.971
• InChiKey: MDURUNOYOIWOIC-ZTTQFBNESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.57
• 重原子数：
  40
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  79.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2R,3R,4R)-6-Benzenesulfonyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran 在 吡啶 、 甲醇 、 氟化铵 、 三正丁基氢锡 、 naphthalen-1-yl-lithium 、 sodium iodide 、 mercury dichloride 、 lithium diisopropyl amide 作用下， 以 丁酮 为溶剂， 生成 (4R,5R,6R)-5-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-6-methyl-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Sequential diastereoselective free radical reactions: Synthesis of an advanced olivomycin A C–D disaccharide

  摘要：

  The synthesis of an advanced olivomycin A C-D disaccharide is described in which the anomeric configuration of both 2-deoxy-beta-glycosidic linkages is determined by a sequential diastereoselective radical reaction at the end of the synthesis.

  DOI：

  10.1016/s0040-4039(00)79162-3
• 作为产物：
  描述：

  4-O-苄基-3,6-二-O-叔-丁基二甲基硅基-D-葡萄糖醛 在 盐酸 、 magnesium monoperoxyphthalate hexahydrate 、 N,N-二异丙基乙胺 作用下， 生成 (2R,3R,4R)-6-Benzenesulfonyl-3-benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran
  参考文献：
  名称：

  Sequential diastereoselective free radical reactions: Synthesis of an advanced olivomycin A C–D disaccharide

  摘要：

  The synthesis of an advanced olivomycin A C-D disaccharide is described in which the anomeric configuration of both 2-deoxy-beta-glycosidic linkages is determined by a sequential diastereoselective radical reaction at the end of the synthesis.

  DOI：

  10.1016/s0040-4039(00)79162-3

文献信息

• Sequential diastereoselective free radical reactions: Synthesis of an advanced olivomycin A C–D disaccharide
  作者：David Crich、Frank Hermann

  DOI：10.1016/s0040-4039(00)79162-3

  日期：1993.5

  The synthesis of an advanced olivomycin A C-D disaccharide is described in which the anomeric configuration of both 2-deoxy-beta-glycosidic linkages is determined by a sequential diastereoselective radical reaction at the end of the synthesis.