2-trimethylsilanyl-ethanesulfonic acid {4-benzyloxy-6-benzyloxymethyl-5-[4,5-bis-benzyloxy-6-benzyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-ethylsulfanyl-tetrahydro-pyran-3-yl}-amide | 351209-70-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-trimethylsilanyl-ethanesulfonic acid {4-benzyloxy-6-benzyloxymethyl-5-[4,5-bis-benzyloxy-6-benzyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-ethylsulfanyl-tetrahydro-pyran-3-yl}-amide
• CAS: 351209-70-6
• 化学式: C₈₁H₉₇NO₁₅S₂Si
• 分子量: 1416.88
• InChiKey: UFDUXVJVIPNIRI-KTCOPZIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.28
• 重原子数：
  100.0
• 可旋转键数：
  37.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  166.16
• 氢给体数：
  1.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  2-trimethylsilanyl-ethanesulfonic acid {4-benzyloxy-6-benzyloxymethyl-5-[4,5-bis-benzyloxy-6-benzyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-ethylsulfanyl-tetrahydro-pyran-3-yl}-amide 在 cesium fluoride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 120.0h， 以65%的产率得到
  参考文献：
  名称：

  迈向全合成同质糖蛋白：高甘露糖核心，含有携带全 H 型 2 人血型特异性的糖肽

  摘要：

  DOI：

  10.1002/1521-3773(20010504)40:9<1728::aid-anie17280>3.0.co;2-1
• 作为产物：
  描述：

  、 乙硫醇 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 以6 g的产率得到2-trimethylsilanyl-ethanesulfonic acid {4-benzyloxy-6-benzyloxymethyl-5-[4,5-bis-benzyloxy-6-benzyloxymethyl-3-(3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-2-yloxy]-2-ethylsulfanyl-tetrahydro-pyran-3-yl}-amide
  参考文献：
  名称：

  A highly convergent synthesis of an N-linked glycopeptide presenting the H-type 2 human blood group determinant

  摘要：

  The total synthesis of an H-type blood group determinant in a model biological setting is described. The construct is comprised of a high mannose core structure with projecting lactose spacers, culminating in a two-copy presentation of the H-type blood group determinant itself. Key reactions that were used in this construction include sulfonamidohydroxylation (see 15 -> 18) and benzoate-directed glycosylation via an activated thiophenyl donor (see 34 -> 36). Another key strategic element involved the epimerization of an interior core glucoside to reach the P-mannoside (see 37 -> 38) required in the ring C sugar of the high mannose core. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.02.080