N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide | 209517-51-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide
• CAS: 209517-51-1
• 化学式: C₅₅H₆₉NO₁₂Si
• 分子量: 964.238
• InChiKey: BLQYZYPTIQIYTM-LKCZUQHJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.24
• 重原子数：
  69.0
• 可旋转键数：
  25.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  141.63
• 氢给体数：
  2.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  methyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-2,4,6-tri-O-benzoyl-1-thio-β-D-galactopyranoside 、 N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide 在 4 A molecular sieve 、 4 Angstroem MS 、 DMTST 作用下， 生成 2-(trimethylsilyl)ethyl O-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->3)-O-2,4,6-tri-O-benzoyl-β-D-galactopyranosyl)-(1->4)-O-[2-acetamido-6-O-benzyl-2-deoxy-3-O-(4-methoxybenzyl)-β-D-...
  参考文献：
  名称：

  Synthesis of sialyl lewis x pentasaccharide analogue for high-throughput screening of selectin blockers

  摘要：

  We have developed an effective synthesis of sLe(x) pentasaccharide glycolipid analogue 2. As a part of application of sLe(x) pentasaccharide glycolipid 2 synthesized here, we have investigated the construction of a high-throughput screening system for discovery of selectin blockers. As a result, it was found that compound 2 was a useful ligand for in vitro ELISA assay and could be an important material for high-throughput screening of selectin blockers. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00003-0
• 作为产物：
  描述：

  N-[(4aR,6S,7R,8R,8aS)-6-[(2R,3S,4S,5R,6R)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-8-(4-methoxy-benzyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-acetamide 在 盐酸 、 4 Angstroem MS 、 sodium cyanoborohydride 作用下， 生成 N-[(2S,3R,4R,5S,6R)-6-Benzyloxymethyl-2-[(2R,3S,4S,5R,6R)-3,5-bis-benzyloxy-2-benzyloxymethyl-6-(2-trimethylsilanyl-ethoxy)-tetrahydro-pyran-4-yloxy]-5-hydroxy-4-(4-methoxy-benzyloxy)-tetrahydro-pyran-3-yl]-acetamide
  参考文献：
  名称：

  Synthesis of sialyl lewis x pentasaccharide analogue for high-throughput screening of selectin blockers

  摘要：

  We have developed an effective synthesis of sLe(x) pentasaccharide glycolipid analogue 2. As a part of application of sLe(x) pentasaccharide glycolipid 2 synthesized here, we have investigated the construction of a high-throughput screening system for discovery of selectin blockers. As a result, it was found that compound 2 was a useful ligand for in vitro ELISA assay and could be an important material for high-throughput screening of selectin blockers. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00003-0