propan-2-yloxycarbonyl (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate | 118517-07-0

• 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: propan-2-yloxycarbonyl (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
• CAS: 118517-07-0
• 化学式: C₁₄H₂₅NO₆
• 分子量: 303.356
• InChiKey: ZZXCORCFXWFDAT-JTQLQIEISA-N

物化性质

• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  90.9
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  propan-2-yloxycarbonyl (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate 在 sodium tetrahydroborate 、 三氧化硫吡啶 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 N-BOC-2(S)-2-AMINO-3-METHYL-BUTAL聽
  参考文献：
  名称：

  Exploration of the P1 SAR of aldehyde cathepsin K inhibitors

  摘要：

  The synthesis and biological activity of a series of aldehyde inhibitors of cathepsin K are reported. Exploration of the properties of the S(1) subsite with a series of alpha-amino aldehyde derivatives substituted at the P(1) position afforded compounds with cathepsin K IC(50)s between 52 microM and 15 nM.

  DOI：

  10.1016/j.bmcl.2003.09.088
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 sodium hydroxide 、 三乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 生成 propan-2-yloxycarbonyl (2S)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoate
  参考文献：
  名称：

  Exploration of the P1 SAR of aldehyde cathepsin K inhibitors

  摘要：

  The synthesis and biological activity of a series of aldehyde inhibitors of cathepsin K are reported. Exploration of the properties of the S(1) subsite with a series of alpha-amino aldehyde derivatives substituted at the P(1) position afforded compounds with cathepsin K IC(50)s between 52 microM and 15 nM.

  DOI：

  10.1016/j.bmcl.2003.09.088

文献信息

• Highly Efficient Amine Organocatalysts Based on Bispidine for the Asymmetric Michael Addition of Ketones to Nitroolefins
  作者：Zhigang Yang、Jie Liu、Xiaohua Liu、Zhen Wang、Xiaoming Feng、Zhishan Su、Changwei Hu

  DOI：10.1002/adsc.200800341

  日期：2008.9.5

  highly diastereoselective and enantioselective Michael addition of cyclohexanone, acetone and other ketones to nitroolefins was developed by the use of an amine organocatalyst based on bispidine. Additionally, a theoretical study of transition structures revealed that this bispidine-based primary-secondary amine catalyst could serve through an enamine intermediate and H-bond interaction, which was

  通过使用基于联吡啶的胺有机催化剂，开发了环己酮，丙酮和其他酮向硝基烯烃的高度非对映选择性和对映选择性迈克尔加成反应。另外，对过渡结构的理论研究表明，这种基于联吡啶的伯-仲胺催化剂可以通过烯胺中间体和氢键相互作用而起作用，这对于该反应的反应性和选择性很重要。
• Peptide Bond Formation via Nα-Protected Diacyldiselenides
  作者：U. Vathsala、L. Roopesh Kumar、N. R. Sagar、M. Mahesh、P. Venkata Ramana、Vommina V. Sureshbabu

  DOI：10.1007/s10989-018-9711-z

  日期：2019.6

  simple, straightforward, for the peptide bond formation employing corresponding carboxylic acids and amines derived from amino acids via Nα-protected diacyldiselenide is delineated. The key step of the synthesis is the in situ generation of Nα-protected diacyldiselenide using NaBH2Se3 as selenating reagent, followed by trapping with an amino acid ester leading to the peptide. The formation of Nα-protected

  摘要一个简单的，直接的，对于采用相应的羧酸和从经N个氨基酸衍生胺肽键形成α -保护diacyldiselenide划定。合成的关键步骤是在原位生成N个α使用的NaBH -protected diacyldiselenide 2硒3作为selenating试剂，随后用氨基酸酯导致所述肽捕获。n的形成α -保护diacyldiselenide使用粗制样品通过TLC和HRMS分析证实。该反应是干净的，并且以中等至良好的产率获得了所有产物，包括对于位阻氨基酸。该协议没有消旋作用，与Fmoc，Cbz和Boc组兼容。 图形概要
• Exploration of the P1 SAR of aldehyde cathepsin K inhibitors
  作者：John G. Catalano、David N. Deaton、Eric S. Furfine、Annie M. Hassell、Robert B. McFadyen、Aaron B. Miller、Larry R. Miller、Lisa M. Shewchuk、Derril H. Willard、Lois L. Wright

  DOI：10.1016/j.bmcl.2003.09.088

  日期：2004.1

  The synthesis and biological activity of a series of aldehyde inhibitors of cathepsin K are reported. Exploration of the properties of the S(1) subsite with a series of alpha-amino aldehyde derivatives substituted at the P(1) position afforded compounds with cathepsin K IC(50)s between 52 microM and 15 nM.