4-<(tert-butyloxycarbonyl)amino>-4-hydroxy-6-methylheptanoic acid lactone | 114423-52-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 4-<(tert-butyloxycarbonyl)amino>-4-hydroxy-6-methylheptanoic acid lactone
• 英文别名: tert-butyl N-[2-(2-methylpropyl)-5-oxooxolan-2-yl]carbamate
• CAS: 114423-52-8
• 化学式: C₁₃H₂₃NO₄
• 分子量: 257.33
• InChiKey: OSKKBCXEZGEAKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  391.6±31.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.59
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (4S)-4-[(tert-butyloxycarbonyl)amino]-6-methylhept-2-enoic acid methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以21.5%的产率得到N-(tert-butyloxycarbonyl)-(E)-(4S)-4-amino-6-methylhept-2-enoic acid
  参考文献：
  名称：

  Synthesis and renin inhibitory activity of angiotensinogen analogs having dehydrostatine, Lue.psi.[CH2S]Val, or Lue.psi.[CH2SO] Val at the Pt, P1' cleavage site

  摘要：

  The synthesis and in vitro renin inhibitory potencies of angiotensinogen (ANG) analogues having amide (CONH) bond replacements at P1-P1', the Leu-Val cleavage site, corresponding to Leu psi[CH2SO]Val, and the trans olefinic analogue of statine (Sta), 4(S)-amino-6-methyl-2(E)-heptenoic acid (dehydrostatine, Dhs), are reported. These are compared to P1-P1' Leu psi[CH2NH]Val-, Sta-, or Phe-Phe-substituted analogues of the same template. The Dhs pseudodipeptide was found to be an adequate mimic of a trans CONH bond and gave a peptide, H-Pro-His-Pro-Phe-His-Dhs-Ile-His-D-Lys-OH, approximately equal in potency to a Phe-Phe-containing inhibitor, but 200-fold less potent than its Sta-substituted congener. That the enhanced potency of the Sta-containing peptide most likely depends on hydrogen bonding as well as tetrahedral geometry is indicated by the 50-100-fold lower potency of the tetrahedral Leu psi[CH2S]Val and Leu psi[CH2SO]Val analogues as compared to the Leu psi[CH2NH]Val-containing congener.

  DOI：

  10.1021/jm00402a022

文献信息

• SMITH, CLARK W.;SANEII, HOSSAIN H.;SAWYER, TOMI K.;PALS, DONALD T.;SCAHIL+, J. MED. CHEM., 31,(1988) N 7, 1377-1382
  作者：SMITH, CLARK W.、SANEII, HOSSAIN H.、SAWYER, TOMI K.、PALS, DONALD T.、SCAHIL+

  DOI：——

  日期：——