2-{[9-(2-tert-butoxycarbonylaminohex-5-enoylamino)-2,8,18-trioxo-1,7,17-triazatricyclo[17.3.0.0^3,7]docosane-16-carbonyl]amino}hex-5-enoic acid methyl ester | 410097-79-9

• 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: 2-{[9-(2-tert-butoxycarbonylaminohex-5-enoylamino)-2,8,18-trioxo-1,7,17-triazatricyclo[17.3.0.0^3,7]docosane-16-carbonyl]amino}hex-5-enoic acid methyl ester
• CAS: 410097-79-9
• 化学式: C₃₈H₆₀N₆O₉
• 分子量: 744.929
• InChiKey: XKUQZNNBDWLAQG-NXUCNJKMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  53.0
• 可旋转键数：
  12.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  192.55
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2-{[9-(2-tert-butoxycarbonylaminohex-5-enoylamino)-2,8,18-trioxo-1,7,17-triazatricyclo[17.3.0.0^3,7]docosane-16-carbonyl]amino}hex-5-enoic acid methyl ester 在 palladium on activated charcoal 、 Grubbs catalyst first generation 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 10.0h， 生成
  参考文献：
  名称：

  Conformationally Stable and Constrained Macrocarbocyclic Pseudopeptide Mimics ofβ-Hairpin Structures

  摘要：

  Subjecting a D-PrO-L-PrO template harboring N- and C-terminal omega-alkenyl amino acids to a ring-closure metathesis reaction afforded the corresponding macrocyclic alkenes. A cis-alkene analogue crystallized with one molecule each of water and chloroform, which were retained even after heating at 100degreesC. By using the reduced macrocyclic product as a template, the metathesis could be repeated twice on newly installed omega-alkenyl amino acids to give three-tiered macrocarbocyclic pseudopeptides as mixtures of conformers. NMR studies revealed the high conformational stability of these motifs.

  DOI：

  10.1002/1521-3765(20020104)8:1<111::aid-chem111>3.0.co;2-s
• 作为产物：
  描述：

  (3R,9S,16S,19S)-9-((S)-2-tert-Butoxycarbonylamino-hex-5-enoylamino)-2,8,18-trioxo-1,7,17-triaza-tricyclo[17.3.0.03,7]docosane-16-carboxylic acid methyl ester 在 lithium hydroxide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 41.5h， 生成 2-{[9-(2-tert-butoxycarbonylaminohex-5-enoylamino)-2,8,18-trioxo-1,7,17-triazatricyclo[17.3.0.0^3,7]docosane-16-carbonyl]amino}hex-5-enoic acid methyl ester
  参考文献：
  名称：

  Conformationally Stable and Constrained Macrocarbocyclic Pseudopeptide Mimics ofβ-Hairpin Structures

  摘要：

  Subjecting a D-PrO-L-PrO template harboring N- and C-terminal omega-alkenyl amino acids to a ring-closure metathesis reaction afforded the corresponding macrocyclic alkenes. A cis-alkene analogue crystallized with one molecule each of water and chloroform, which were retained even after heating at 100degreesC. By using the reduced macrocyclic product as a template, the metathesis could be repeated twice on newly installed omega-alkenyl amino acids to give three-tiered macrocarbocyclic pseudopeptides as mixtures of conformers. NMR studies revealed the high conformational stability of these motifs.

  DOI：

  10.1002/1521-3765(20020104)8:1<111::aid-chem111>3.0.co;2-s