(2S,3R,4R)-2<(tert-butyloxycarbonyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane | 104974-40-5

• 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,4R)-2<(tert-butyloxycarbonyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
• 英文别名: (2S,3R,4R)-2[(tert-butyloxycarbonyl)amino]-1-cyclohexyl-3,4-dihydroxy-6-methylheptane；tert-butyl N-[(2S,3R,4R)-1-cyclohexyl-3,4-dihydroxy-6-methylheptan-2-yl]carbamate
• CAS: 104974-40-5
• 化学式: C₁₉H₃₇NO₄
• 分子量: 343.507
• InChiKey: ZHAZNVULMASDSK-GVDBMIGSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3R,4R)-2<(tert-butyloxycarbonyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane 生成 tert-butyl N-[(2S)-1-[[(2S)-1-[[(2S,3R,4R)-1-cyclohexyl-3,4-dihydroxy-6-methylheptan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
  参考文献：
  名称：

  LULY, JAY R.;PLATTNER, JACOB J.;DALE, J. KEMPF

  摘要：

  DOI：
• 作为产物：
  描述：

  trans-(2S)-2<(tert-butyloxycarbonyl)amino>-1-cyclohexyl-6-methylhept-3-ene 生成 (2S,3R,4R)-2<(tert-butyloxycarbonyl)amino>-1-cyclohexyl-3,4-dihydroxy-6-methylheptane
  参考文献：
  名称：

  LULY, JAY R.;BAMAUNG, NWE;SODERQUIST, JEFF;FUNG, ANTHONY K. L.;STEIN, HER+, J. MED. CHEM., 31,(1988) N 12, C. 2264-2276

  摘要：

  DOI：

文献信息

• Renin inhibitors. Dipeptide analogs of angiotensinogen utilizing a dihydroxyethylene transition-state mimic at the scissile bond to impart greater inhibitory potency
  作者：Jay R. Luly、Nwe BaMaung、Jeff Soderquist、Anthony K. L. Fung、Herman Stein、Hollis D. Kleinert、Patrick A. Marcotte、David A. Egan、Barbara Bopp

  DOI：10.1021/jm00120a005

  日期：1988.12

  extremely selective for human renin over the related enzymes cathepsin D, pepsin, and gastricsin. At high concentrations, compounds containing a leucine or phenylalanine rather than a histidine at the P2 position gave only minor amounts of inhibition of the other enzymes. Inhibitor 43 suppressed plasma renin activity completely and lowered mean blood pressure in monkeys after both intravenous and intraduodenal

  含二醇的肾素抑制剂的合成表明，与人血管紧张素原中易裂的Leu-Val键相对应的简单邻位二醇官能团能够以与相应的醛或羟甲基官能团相当或更高的水平赋予抑制活性（比较抑制剂2a-c或3a-c）。这一发现通过在Leu-Val替代物中包含第二个羟基，从而在200-700-pM范围内抑制人肾素的化合物（例如43）进一步优化了一系列小型过渡态类似物抑制剂。 ，45，63，66）。第二羟基对效能的影响大小不仅由二醇的绝对立体化学决定，而且由P1残基的侧链决定。含二醇抑制剂的分子模型表明，一个羟基氢键与Asp 32和Asp 215，而另一个氢键与Asp215。这些二醇抑制剂对人肾素的选择性超过相关的组织蛋白酶D，胃蛋白酶和胃蛋白酶。在高浓度下，在P2位上含有亮氨酸或苯丙氨酸而不是组氨酸的化合物对其他酶的抑制作用很小。在静脉内和十二指肠内给药后，抑制剂43完全抑制了血浆血浆肾素活性，并降低了猴子的平均血压，但
• Diastereoselectivity in the osmium-catalyzed dihydroxylation of allylic amides and carbamates
  作者：Damian J. Krysan、Todd W. Rockway、Anthony R. Haight

  DOI：10.1016/0957-4166(94)80024-3

  日期：1994.4

  The stereochemistry of the osmium-catalyzed dihydroxylation of a series of chiral allylic amides and carbamates has been studies. The diastereoselectivity of these reactions was found to be dependent upon the solvent and the nitrogen protecting group as well as the geometry and substitution pattern of the olefin substrate. In contrast to the erythro selectivity observed with allylic alcohols, osmylations of the allylic amides and carbamates in this study were threo selective. Stoichiometric osmylations were consistently more selective than the corresponding catalytic reactions. Control experiments suggest this is due to the presence of a second catalytic cycle based upon an osmium glycolate catalyst which accumulates as the reaction proceeds to completion. Double diastereoselective dihydroxylations of allylic carbamates were also briefly examined.
• LULY, JAY R.;PLATTNER, JACOB J.;DALE, J. KEMPF
  作者：LULY, JAY R.、PLATTNER, JACOB J.、DALE, J. KEMPF

  DOI：——

  日期：——
• LULY, JAY R.;BAMAUNG, NWE;SODERQUIST, JEFF;FUNG, ANTHONY K. L.;STEIN, HER+, J. MED. CHEM., 31,(1988) N 12, C. 2264-2276
  作者：LULY, JAY R.、BAMAUNG, NWE、SODERQUIST, JEFF、FUNG, ANTHONY K. L.、STEIN, HER+

  DOI：——

  日期：——