2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-O-acetyl-3-O-carbamoyl-1-O-{[(R)-2-methoxycarbonyl-2-(hexyloxy)-ethoxy]-hydroxyphosphoryl}-α-D-glucopyranuronamide | 220827-38-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-O-acetyl-3-O-carbamoyl-1-O-{[(R)-2-methoxycarbonyl-2-(hexyloxy)-ethoxy]-hydroxyphosphoryl}-α-D-glucopyranuronamide
• CAS: 220827-38-3
• 化学式: C₃₃H₅₂N₃O₂₂P
• 分子量: 873.757
• InChiKey: QJBWYFKBKMLUIF-KMHDMPAQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.09
• 重原子数：
  59.0
• 可旋转键数：
  22.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  348.69
• 氢给体数：
  4.0
• 氢受体数：
  21.0

反应信息

• 作为反应物：
  描述：

  2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-O-acetyl-3-O-carbamoyl-1-O-{[(R)-2-methoxycarbonyl-2-(hexyloxy)-ethoxy]-hydroxyphosphoryl}-α-D-glucopyranuronamide 在 lithium hydroxide 、 水 作用下， 以 甲醇 为溶剂， 反应 8.5h， 以44%的产率得到2-O-(2-acetamido-2-deoxy-β-D-glucopyranosyl)-3-O-carbamoyl-1-O-{[(R)-2-carboxy-2-(hexyloxy)-ethoxy]-hydroxy-phosphoryl}-α-D-glucopyranuronamide
  参考文献：
  名称：

  Moenomycin A: The role of the methyl group in the moenuronamide unit and a general discussion of structure-activity relationships

  摘要：

  Two disaccharide analogues 1b and 17a of moenomycin A have been synthesized and their antibiotic and transglycosylase-inhibiting properties have been determined. The results permit for the first time to arrive at a general view of the structural requirements in this class of compounds necessary to elicit antibiotic activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01063-1
• 作为产物：
  描述：

  Allyl 2-O-(3,4,6-tri-O-acetyl-2-deoxy-2-trichloroacetamido-β-D-glucopyranosyl)-5-O-allyl-3-O-phenoxycarbonyl-β-D-glucofuranosiduronamide 在 四(三苯基膦)钯 吡啶 、 氨 、 乙酸肼 、 铜 、 溶剂黄146 、 乙酰丙酮 、 锌 作用下， 以 1,4-二氧六环 、 吡啶 、 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 反应 115.67h， 生成 2-O-(2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranosyl)-4-O-acetyl-3-O-carbamoyl-1-O-{[(R)-2-methoxycarbonyl-2-(hexyloxy)-ethoxy]-hydroxyphosphoryl}-α-D-glucopyranuronamide
  参考文献：
  名称：

  Moenomycin A: The role of the methyl group in the moenuronamide unit and a general discussion of structure-activity relationships

  摘要：

  Two disaccharide analogues 1b and 17a of moenomycin A have been synthesized and their antibiotic and transglycosylase-inhibiting properties have been determined. The results permit for the first time to arrive at a general view of the structural requirements in this class of compounds necessary to elicit antibiotic activity. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)01063-1