benzyl N-[[(4S,11S,18S)-2,9,16-trioxo-11,18-bis(phenylmethoxycarbonylaminomethyl)-6,13,20-trioxa-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]methyl]carbamate | 301662-76-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: benzyl N-[[(4S,11S,18S)-2,9,16-trioxo-11,18-bis(phenylmethoxycarbonylaminomethyl)-6,13,20-trioxa-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]methyl]carbamate
• CAS: 301662-76-0
• 化学式: C₄₂H₃₉N₉O₁₂
• 分子量: 861.825
• InChiKey: RMBHZNGBLCOAAN-DTXPUJKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  280
• 氢给体数：
  6
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  benzyl N-[[(4S,11S,18S)-2,9,16-trioxo-11,18-bis(phenylmethoxycarbonylaminomethyl)-6,13,20-trioxa-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]methyl]carbamate 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以100%的产率得到
  参考文献：
  名称：

  A Cyclooligomerisation Approach to Backbone-Modified Cyclic Peptides Bearing Guanidinium Arms

  摘要：

  从含有保护的鸟氨酸、二氨基丁酸和二氨基丙酸残基的二肽衍生的噁唑的五氟苯酯衍生物经环二聚化后，主要生成环三聚体。通过脱保护并使用胍基化试剂处理，可高效获得具有胍功能化侧链的骨架刚性化环肽。

  DOI：

  10.1055/s-0029-1219155
• 作为产物：
  描述：

  在 盐酸 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 反应 2.67h， 生成 benzyl N-[[(4S,11S,18S)-2,9,16-trioxo-11,18-bis(phenylmethoxycarbonylaminomethyl)-6,13,20-trioxa-3,10,17,22,23,24-hexazatetracyclo[17.2.1.15,8.112,15]tetracosa-1(21),5(24),7,12(23),14,19(22)-hexaen-4-yl]methyl]carbamate
  参考文献：
  名称：

  Functionalized platforms based on marine cyclopeptides: different pathways to the hexapeptide

  摘要：

  The synthesis of macrocyclic, roughly planar, exclusively syn-functionalized hexapeptides, related to dolastatin I and bistratamide C from enantiomerically pure oxazole precursors is reported. The platforms can either be synthesized in a stepwise procedure by final cyclization of the linear oxazole trimers or in a direct 'one-pot' reaction. The investigation on the coupling of these building blocks into linear dimers and trimers with modern peptide coupling reagents is reported. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(00)01057-1

文献信息

• A Cyclooligomerisation Approach to Backbone-Modified Cyclic Peptides Bearing Guanidinium Arms
  作者：Katrina Jolliffe、Richard Black、Victoria Dungan、Rebecca Li、Philip Young

  DOI：10.1055/s-0029-1219155

  日期：2010.3

  Cyclooligomerisation of the pentafluorophenyl ester derivatives of oxazoles, derived from dipeptides containing protected ornithine, diaminobutanoic acid and diaminopropionic acid residues, gives the cyclic trimers as the major products. Deprotection and treatment with guanidinylating agents provides efficient access to backbone rigidified cyclic peptides with guanidinium functionalised side chains.

  从含有保护的鸟氨酸、二氨基丁酸和二氨基丙酸残基的二肽衍生的噁唑的五氟苯酯衍生物经环二聚化后，主要生成环三聚体。通过脱保护并使用胍基化试剂处理，可高效获得具有胍功能化侧链的骨架刚性化环肽。
• Functionalized platforms based on marine cyclopeptides: different pathways to the hexapeptide
  作者：Christoph Boss、Palle H Rasmussen、Alexander R Wartini、Siegfried R Waldvogel

  DOI：10.1016/s0040-4039(00)01057-1

  日期：2000.8

  The synthesis of macrocyclic, roughly planar, exclusively syn-functionalized hexapeptides, related to dolastatin I and bistratamide C from enantiomerically pure oxazole precursors is reported. The platforms can either be synthesized in a stepwise procedure by final cyclization of the linear oxazole trimers or in a direct 'one-pot' reaction. The investigation on the coupling of these building blocks into linear dimers and trimers with modern peptide coupling reagents is reported. (C) 2000 Published by Elsevier Science Ltd.