(4aS,8aS)-N-carboxybenzyl-4-oxa-perhydrochinolin-2-on | 777939-69-2

• 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: (4aS,8aS)-N-carboxybenzyl-4-oxa-perhydrochinolin-2-on
• CAS: 777939-69-2
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: DJAHSFNXHRMTBK-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.49
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4aS,8aS)-N-carboxybenzyl-4-oxa-perhydrochinolin-2-on 在 palladium on activated charcoal lithium hydroxide 、 正丁基锂 、 氢气 、 双氧水 、 六甲基二硅氮烷 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 水 为溶剂， 反应 33.0h， 生成 (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：

  trans-(1'S)2-N-[(α-phenylethyl)amino]cyclohexanol 在 正丁基锂 、 potassium tert-butylate 、 三乙胺 作用下， 以 四氢呋喃 、 甲酸 、 正己烷 、 二氯甲烷 为溶剂， 反应 21.75h， 生成 (4aS,8aS)-N-carboxybenzyl-4-oxa-perhydrochinolin-2-on
  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