allyl 2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-α-D-galactopyranosiduronamide | 154491-05-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-α-D-galactopyranosiduronamide
• 英文别名: allyl 2-O-[2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl]-3-O-carbamoyl-α-D-galactopyranosiduronamide
• CAS: 154491-05-1
• 化学式: C₃₆H₅₂N₄O₂₂
• 分子量: 892.822
• InChiKey: XBCSMDMYZWJZSQ-ZEMCXIFQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.63
• 重原子数：
  62.0
• 可旋转键数：
  18.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  360.72
• 氢给体数：
  5.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  allyl 2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-α-D-galactopyranosiduronamide 在 (1,5-cyclooctadiene)bis(methyldiphenylphosphine) iridium hexafluorophosphate 作用下， 以 四氢呋喃 、 吡啶 为溶剂， 反应 8.0h， 生成 (E)-1-propen-1-yl-2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-4-O-(2,2,2-trichloroethoxycarbonyl)-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  The first synthesis of a moenomycin-type transglycosylase inhibitor

  摘要：

  Starting from chitobiose octaacetate, D-galacturonic acid derivative 3, and D-glyceric acid derived building block 7, the moenomycin trisaccharide analogue 8c has been synthesized. 8c is an as active transglycosylase inhibitor as moenomycin A.

  DOI：

  10.1016/s0040-4020(01)81550-7
• 作为产物：
  描述：

  (3aR)-7c-acetoxy-5c-acetoxymethyl-2-methyl-(3ar,7ac)-5,6,7,7a-tetrahydro-3aH-pyrano[3,2-d]oxazol-6t-yl tri-O-acetyl-2-acetylamino-β-D-2-deoxy-glucopyranoside 在 camphor-10-sulfonic acid 、 锌 作用下， 以 甲醇 、 硝基甲烷 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 19.0h， 生成 allyl 2-O-<2-acetamido-4-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-3,6-di-O-acetyl-2-deoxy-β-D-glucopyranosyl>-3-O-carbamoyl-α-D-galactopyranosiduronamide
  参考文献：
  名称：

  The first synthesis of a moenomycin-type transglycosylase inhibitor

  摘要：

  Starting from chitobiose octaacetate, D-galacturonic acid derivative 3, and D-glyceric acid derived building block 7, the moenomycin trisaccharide analogue 8c has been synthesized. 8c is an as active transglycosylase inhibitor as moenomycin A.

  DOI：

  10.1016/s0040-4020(01)81550-7