benzyl N-[3-[(5S)-2-[(1,3-dioxoisoindol-2-yl)methyl]-1-methyl-3,7-dioxo-1,4-diazepan-5-yl]propyl]-N-(N'-phenylmethoxycarbonylcarbamimidoyl)carbamate | 198416-18-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: benzyl N-[3-[(5S)-2-[(1,3-dioxoisoindol-2-yl)methyl]-1-methyl-3,7-dioxo-1,4-diazepan-5-yl]propyl]-N-(N'-phenylmethoxycarbonylcarbamimidoyl)carbamate
• CAS: 198416-18-1
• 化学式: C₃₅H₃₆N₆O₈
• 分子量: 668.706
• InChiKey: XPYOIMZGZINNSS-ALLRNTDFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  49
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  181
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  benzyl N-[3-[(5S)-2-[(1,3-dioxoisoindol-2-yl)methyl]-1-methyl-3,7-dioxo-1,4-diazepan-5-yl]propyl]-N-(N'-phenylmethoxycarbonylcarbamimidoyl)carbamate 在 苯甲醚 、 三乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 5.17h， 生成 benzyl N-[3-[(5S)-1-methyl-2-[[[[(2-methylpropan-2-yl)oxycarbonylamino]-(phenylmethoxycarbonylcarbamoylamino)methylidene]amino]methyl]-3,7-dioxo-1,4-diazepan-5-yl]propyl]-N-(N'-phenylmethoxycarbonylcarbamimidoyl)carbamate
  参考文献：
  名称：

  Total Synthesis of the Anti Methicillin-Resistant Staphylococcus aureus Peptide Antibiotics TAN-1057A-D

  摘要：

  TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. We describe, in detail, the total synthesis of TAN-l057A-D by a convergent route featuring a new method to construct the cyclic amidinourea functional group.

  DOI：

  10.1021/ja972670j
• 作为产物：
  描述：

  tert-butyl 3-(1,3-dioxoisoindol-2-yl)-2-[methyl-[(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[phenylmethoxycarbonyl-(N'-phenylmethoxycarbonylcarbamimidoyl)amino]hexanoyl]amino]propanoate 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 苯甲醚 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 50.0h， 生成 benzyl N-[3-[(5S)-2-[(1,3-dioxoisoindol-2-yl)methyl]-1-methyl-3,7-dioxo-1,4-diazepan-5-yl]propyl]-N-(N'-phenylmethoxycarbonylcarbamimidoyl)carbamate
  参考文献：
  名称：

  Total Synthesis of the Anti Methicillin-Resistant Staphylococcus aureus Peptide Antibiotics TAN-1057A-D

  摘要：

  TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. We describe, in detail, the total synthesis of TAN-l057A-D by a convergent route featuring a new method to construct the cyclic amidinourea functional group.

  DOI：

  10.1021/ja972670j

文献信息

• Total Synthesis of the Anti Methicillin-Resistant <i>Staphylococcus aureus</i> Peptide Antibiotics TAN-1057A-D
  作者：Chenguang Yuan、Robert M. Williams

  DOI：10.1021/ja972670j

  日期：1997.12.1

  TAN-1057A-D, dipeptides isolated from bacteria Flexibacter sp. PK-74 and PK-176, are new antibiotics with potent antibacterial activity against methicillin-resistant Staphylococcus aureus. We describe, in detail, the total synthesis of TAN-l057A-D by a convergent route featuring a new method to construct the cyclic amidinourea functional group.