[(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester | 777939-72-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester
• CAS: 777939-72-7
• 化学式: C₄₃H₆₁N₃O₉
• 分子量: 763.972
• InChiKey: NHZBQVLIMDEGKW-LQRZKBCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.08
• 重原子数：
  55.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  150.52
• 氢给体数：
  3.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester 在 palladium on activated charcoal 三氟乙酸 、 氢气 、 N-羟基-7-氮杂苯并三氮唑 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 反应 13.5h， 以86%的产率得到(1S,3R,6S,11S,16S,21S,26S)-3-benzyl-2,12,22-trioxa-5,15,25-triazatetracyclo[24.4.0.06,11.016,21]triacontane-4,14,24-trione
  参考文献：
  名称：

  Folding Propensity of Cyclohexylether-δ-peptides

  摘要：

  Linear (n = 2-18) and cyclic oligomers (n = 3-8) of a cyclohexylether-delta-amino acid (COA) were prepared in high yield and stereopurity. CID spectra of the linear oligomers were indicative of secondary structure formation. X-ray crystal structures of cyclic COA oligomers revealed hydrophobic packing and internal 5- and 10-membered-ring hydrogen bonds. Ether and amide oxygens reside preferably in an ap orientation. This conformational locking is apparently broken by a C-2 substituent in an asymmetric cyclotrimer, for which a zeolithe-like tubular structure was found.

  DOI：

  10.1021/ol048861q
• 作为产物：
  描述：

  rac-trans-Octahydro-2H-1,4-benzoxazin-3-one 在 palladium on activated charcoal lithium hydroxide 、 正丁基锂 、 氢气 、 双氧水 、 六甲基二硅氮烷 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 水 为溶剂， 反应 20.5h， 生成 [(1S,2S)-2-(2-{(1S,2S)-2-[(R)-2-((1S,2S)-2-Benzyloxycarbonylamino-cyclohexyloxy)-3-phenyl-propionylamino]-cyclohexyloxy}-acetylamino)-cyclohexyloxy]-acetic acid tert-butyl ester
  参考文献：
  名称：

  Folding Propensity of Cyclohexylether-δ-peptides

  摘要：

  Linear (n = 2-18) and cyclic oligomers (n = 3-8) of a cyclohexylether-delta-amino acid (COA) were prepared in high yield and stereopurity. CID spectra of the linear oligomers were indicative of secondary structure formation. X-ray crystal structures of cyclic COA oligomers revealed hydrophobic packing and internal 5- and 10-membered-ring hydrogen bonds. Ether and amide oxygens reside preferably in an ap orientation. This conformational locking is apparently broken by a C-2 substituent in an asymmetric cyclotrimer, for which a zeolithe-like tubular structure was found.

  DOI：

  10.1021/ol048861q