[(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[(1S,2S,3R,4S,6R)-3-[(2R,3R,5S,6R)-5-acetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-(2-oxoethoxy)-4,6-bis(phenylmethoxycarbonylamino)cyclohexyl]oxy-4-(phenylmethoxycarbonylamino)oxan-2-yl]methyl acetate | 533903-18-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[(1S,2S,3R,4S,6R)-3-[(2R,3R,5S,6R)-5-acetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-(2-oxoethoxy)-4,6-bis(phenylmethoxycarbonylamino)cyclohexyl]oxy-4-(phenylmethoxycarbonylamino)oxan-2-yl]methyl acetate
• CAS: 533903-18-3
• 化学式: C₆₈H₇₇N₅O₂₄
• 分子量: 1348.38
• InChiKey: MOAGCWALRFKRIF-ZJPXVEKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  97.0
• 可旋转键数：
  28.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  360.07
• 氢给体数：
  5.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[(1S,2S,3R,4S,6R)-3-[(2R,3R,5S,6R)-5-acetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-(2-oxoethoxy)-4,6-bis(phenylmethoxycarbonylamino)cyclohexyl]oxy-4-(phenylmethoxycarbonylamino)oxan-2-yl]methyl acetate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以76%的产率得到
  参考文献：
  名称：

  Tobramycin analogues with C-5 aminoalkyl ether chains intended to mimic rings III and IV of paromomycin

  摘要：

  Based on available X-ray structural and modeling data, a series of tobramycin derivatives with C-5 ether chains bearing basic groups were synthesized. These were intended to be hybrid molecules that combine features of tobramycin and paromomycin. Their binding to ribosomes and their antibacterial activity were determined. The 5-O-(2-guanidylethyl) ether of tobramycin (9g) was the most active analogue in the series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01624-1
• 作为产物：
  描述：

  4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B 在 sodium hydride 、 臭氧 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 [(2R,3S,4S,5R,6S)-3,5-diacetyloxy-6-[(1S,2S,3R,4S,6R)-3-[(2R,3R,5S,6R)-5-acetyloxy-3-(phenylmethoxycarbonylamino)-6-(phenylmethoxycarbonylaminomethyl)oxan-2-yl]oxy-2-(2-oxoethoxy)-4,6-bis(phenylmethoxycarbonylamino)cyclohexyl]oxy-4-(phenylmethoxycarbonylamino)oxan-2-yl]methyl acetate
  参考文献：
  名称：

  Tobramycin analogues with C-5 aminoalkyl ether chains intended to mimic rings III and IV of paromomycin

  摘要：

  Based on available X-ray structural and modeling data, a series of tobramycin derivatives with C-5 ether chains bearing basic groups were synthesized. These were intended to be hybrid molecules that combine features of tobramycin and paromomycin. Their binding to ribosomes and their antibacterial activity were determined. The 5-O-(2-guanidylethyl) ether of tobramycin (9g) was the most active analogue in the series. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01624-1