1-benzyl-3-[(1R,2S,3R,4R,5S)-5-(benzylcarbamoylamino)-2-[(2S,3R,4S,5S,6R)-4-(benzylcarbamoylamino)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-[(benzylcarbamoylamino)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]urea | 1054616-53-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-benzyl-3-[(1R,2S,3R,4R,5S)-5-(benzylcarbamoylamino)-2-[(2S,3R,4S,5S,6R)-4-(benzylcarbamoylamino)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-[(benzylcarbamoylamino)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]urea
• CAS: 1054616-53-3
• 化学式: C₅₀H₆₄N₈O₁₅
• 分子量: 1017.1
• InChiKey: CCQIRLBDEZYRIX-OHUKVWCVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  73
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  343
• 氢给体数：
  15
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  1-benzyl-3-[(1R,2S,3R,4R,5S)-5-(benzylcarbamoylamino)-2-[(2S,3R,4S,5S,6R)-4-(benzylcarbamoylamino)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-[(benzylcarbamoylamino)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]urea 在 钯 氢气 作用下， 以 溶剂黄146 为溶剂， 20.0 ℃ 、379.21 kPa 条件下， 反应 30.0h， 以98%的产率得到[(2R,3S,4S,5R,6R)-6-[(1R,2R,3S,4R,6S)-4,6-bis(carbamoylamino)-3-[(2S,3R,4S,5S,6R)-4-(carbamoylamino)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2-hydroxycyclohexyl]oxy-3,4,5-trihydroxyoxan-2-yl]methylurea
  参考文献：
  名称：

  A simple conversion of amines into monosubstituted ureas in organic and aqueous solvents

  摘要：

  A versatile and highly efficient synthesis of monosubstituted ureas is described. The reaction of an amine with 4-nitrophenyl-N-benzylcarbamate, followed by hydrogenolysis, provides the corresponding urea in high yield and purity. This carbamate can also be employed for the derivatization of water-soluble polyamines (e.g. aminoglycoside antibiotics), while other reagents (e.g, benzylisocyanate) fail to give the desired products in any significant yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02289-9
• 作为产物：
  描述：

  苄胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 9.0h， 生成 1-benzyl-3-[(1R,2S,3R,4R,5S)-5-(benzylcarbamoylamino)-2-[(2S,3R,4S,5S,6R)-4-(benzylcarbamoylamino)-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4-[(2R,3R,4S,5S,6R)-6-[(benzylcarbamoylamino)methyl]-3,4,5-trihydroxyoxan-2-yl]oxy-3-hydroxycyclohexyl]urea
  参考文献：
  名称：

  A simple conversion of amines into monosubstituted ureas in organic and aqueous solvents

  摘要：

  A versatile and highly efficient synthesis of monosubstituted ureas is described. The reaction of an amine with 4-nitrophenyl-N-benzylcarbamate, followed by hydrogenolysis, provides the corresponding urea in high yield and purity. This carbamate can also be employed for the derivatization of water-soluble polyamines (e.g. aminoglycoside antibiotics), while other reagents (e.g, benzylisocyanate) fail to give the desired products in any significant yield. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)02289-9