(2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane | 127230-15-3

• 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: (2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane
• 英文别名: (2S,3R,4S)-1-Amino-2-hydroxy-3-methoxymethoxy-4-tert-butyloxycarbonylamino-5-cyclohexylpentane；(2S,3R,4S)-1-amino-4-{[(tertbutyloxy)carbonyl]amino}-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane；tert-butyl N-[(2S,3R,4S)-5-amino-1-cyclohexyl-4-hydroxy-3-(methoxymethoxy)pentan-2-yl]carbamate
• CAS: 127230-15-3
• 化学式: C₁₈H₃₆N₂O₅
• 分子量: 360.494
• InChiKey: NIFYAHMURQULPU-HRCADAONSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以206.3 mg (89%)的产率得到(2S,3R,4S)-1-Isopropylcarbonylamino-2-hydroxy-3-methoxymethoxy-4-tert-butyloxycarbonylamino-5-cyclohexylpentane
  参考文献：
  名称：

  Renin-inhibiting functionalized peptidyl aminodiols and - triols

  摘要：

  一个公式为的抑制肾素的化合物： 或其药用可接受的盐、酯或前药。

  公开号：

  EP0341602A2
• 作为产物：
  描述：

  (2S,3R,4S)-1-azido-4-<(tert-butyloxycarbonyl)amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane 在 1,3-丙二硫醇 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 48.0h， 以90%的产率得到(2S,3R,4S)-1-amino-4-<<(tertbutyloxy)carbonyl>amino>-5-cyclohexyl-2-hydroxy-3-(methoxymethoxy)pentane
  参考文献：
  名称：

  Potent, low molecular weight renin inhibitors containing a C-terminal heterocycle: hydrogen bonding at the active site

  摘要：

  A series of low-nanomolar renin inhibitors containing novel C-terminal heterocycles has been designed by formally cyclizing the C-terminus of a glycol-based inhibitor to the second hydroxyl. Molecular modeling suggests that the heterocyclic oxygen hydrogen bonds as an acceptor to the flap region of renin and that the second hydroxyl in the glycol-based inhibitors behaves similarly.

  DOI：

  10.1021/jm00168a009

文献信息

• ROSENBERG, SAUL H.;DELLARIA, JOSEPH F.;KEMPF, DALE J.;HUTCHINS, CHARLES W+, J. MED. CHEM., 33,(1990) N, C. 1582-1590
  作者：ROSENBERG, SAUL H.、DELLARIA, JOSEPH F.、KEMPF, DALE J.、HUTCHINS, CHARLES W+

  DOI：——

  日期：——
• Renin-inhibiting functionalized peptidyl aminodiols and - triols
  申请人：ABBOTT LABORATORIES

  公开号：EP0341602A2

  公开（公告）日：1989-11-15

  A renin inhibiting compound of the formula: or a pharmaceutically acceptable salt, ester or prodrug thereof.

  一个公式为的抑制肾素的化合物： 或其药用可接受的盐、酯或前药。
• Potent, low molecular weight renin inhibitors containing a C-terminal heterocycle: hydrogen bonding at the active site
  作者：Saul H. Rosenberg、Joseph F. Dellaria、Dale J. Kempf、Charles W. Hutchins、Keith W. Woods、Robert G. Maki、Ed De Lara、Kenneth P. Spina、Herman H. Stein

  DOI：10.1021/jm00168a009

  日期：1990.6

  A series of low-nanomolar renin inhibitors containing novel C-terminal heterocycles has been designed by formally cyclizing the C-terminus of a glycol-based inhibitor to the second hydroxyl. Molecular modeling suggests that the heterocyclic oxygen hydrogen bonds as an acceptor to the flap region of renin and that the second hydroxyl in the glycol-based inhibitors behaves similarly.