N-Boc-2(S)-2-(4-{[tert-butyl(diphenyl)silyl]oxy}phenyl)propanal | 210428-06-1

• 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: N-Boc-2(S)-2-(4-{[tert-butyl(diphenyl)silyl]oxy}phenyl)propanal
• 英文别名: tert-butyl N-[(2S)-1-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-oxopropan-2-yl]carbamate
• CAS: 210428-06-1
• 化学式: C₃₀H₃₇NO₄Si
• 分子量: 503.714
• InChiKey: SGMOYJVAUPZOQY-DEOSSOPVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  36
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-Boc-2(S)-2-(4-{[tert-butyl(diphenyl)silyl]oxy}phenyl)propanal 在 盐酸 、 甲醇 、 4-二甲氨基吡啶 、 正丁基锂 、 磺酰氯 、 3 A molecular sieve 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 丙酮 为溶剂， 反应 3.5h， 生成 methyl 2-[[(E,3S)-4-[4-[tert-butyl(diphenyl)silyl]oxyphenyl]-3-[[(E,3S)-4-methyl-3-[(2-methylpropan-2-yl)oxycarbonylamino]pent-1-enyl]sulfonylamino]but-1-enyl]sulfonylamino]acetate
  参考文献：
  名称：

  Gennari, Cesare; Longari, Chiara; Ressel, Stefano, European Journal of Organic Chemistry, 1998, # 6, p. 945 - 959

  摘要：

  DOI：
• 作为产物：
  描述：

  L-酪氨酸甲酯盐酸盐 在 咪唑 、 二异丁基氢化铝 、 碳酸氢钠 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 N-Boc-2(S)-2-(4-{[tert-butyl(diphenyl)silyl]oxy}phenyl)propanal
  参考文献：
  名称：

  Gennari, Cesare; Longari, Chiara; Ressel, Stefano, European Journal of Organic Chemistry, 1998, # 6, p. 945 - 959

  摘要：

  DOI：

文献信息

• Universal Peptidomimetics
  作者：Eunhwa Ko、Jing Liu、Lisa M. Perez、Genliang Lu、Amber Schaefer、Kevin Burgess

  DOI：10.1021/ja1071916

  日期：2011.1.26

  This paper concerns peptidomimetic scaffolds that can present side chains in conformations resembling those of amino acids in secondary structures without incurring excessive entropic or enthalpic penalties. Compounds of this type are referred to here as minimalist mimics. The core hypothesis of this paper is that small sets of such scaffolds can be designed to analogue local pairs of amino acids (including noncontiguous ones) in any secondary structure; i.e., they are universal peptidomimetics. To illustrate this concept, we designed a set of four peptidomimetic scaffolds. Libraries based on them were made bearing side chains corresponding to many of the protein-derived amino acids. Modeling experiments were performed to give an indication of kinetic and thermodynamic accessibilities of conformations that can mimic secondary structures. Together, peptidomimetics based on these four scaffolds can adopt conformations that resemble almost any combination of local amino acid side chains in any secondary structure. Universal peptidomimetics of this kind are likely to be most useful in the design of libraries for high-throughput screening against diverse targets. Consequently, data arising from submission of these molecules to the NIH Molecular Libraries Small Molecule Repository (MLSMR) are outlined.
• Gennari, Cesare; Longari, Chiara; Ressel, Stefano, European Journal of Organic Chemistry, 1998, # 6, p. 945 - 959
  作者：Gennari, Cesare、Longari, Chiara、Ressel, Stefano、Salom, Barbara、Mielgo, Antonia

  DOI：——

  日期：——