4-叔丁氧基苄胺 | 84697-13-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-叔丁氧基苄胺
• 中文别名: (4-叔-丁氧基苯基)甲胺；对叔丁氧基苄胺
• 英文名称: (4-(tert-butoxy)phenyl)methanamine
• 英文别名: 4-tert-butoxybenzylamine；[4-[(2-methylpropan-2-yl)oxy]phenyl]methanamine
• CAS: 84697-13-2
• 化学式: C₁₁H₁₇NO
• mdl: MFCD06213869
• 分子量: 179.262
• InChiKey: HOKKUMFXFSCQHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  270.4±15.0 °C(Predicted)
• 密度：
  0.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  4-叔丁氧基苄胺 在 盐酸 、 sodium hydroxide 、 TEA 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成
  参考文献：
  名称：

  Solid-Phase Syntheses of Peptoids using Fmoc-ProtectedN-Substituted Glycines: The Synthesis of (Retro)Peptoids of Leu-Enkephalin and Substance P

  摘要：

  A particularly interesting class of oligomeric peptidomimetics is formed by the peptoids, which consist of N-substituted glycine residues. A solid-phase synthesis method for peptoids is presented in which these residues are introduced using their Fmoc derivatives. This "monomer" method allowed the monitored synthesis of relatively large quantities of pure peptoids as well as the translation of, in principle, any peptide into the corresponding peptoid. The required Fmoc-substituted glycines were accessible by convenient synthesis, and a number of monomers including those containing side chains with functional groups have been synthesized. The use of Fmoc monomers also allowed implementation of a solid-phase synthesis protocol on a commercial peptide synthesizer. The method was exemplified by the solid-phase syntheses of the (retro)peptoids of Leu-enkephalin and substance P. Mass spectrometric studies of (retro)peptoids were essential for their characterization, and the presence of the B- and Y "- type ions allows sequence analysis. Substance P (retro)-peptoids were biologically active. HPLC analysis showed an increased hydrophobicity, and pepsin treatment resulted in greatly reduced degradation compared with the corresponding peptide.

  DOI：

  10.1002/(sici)1521-3765(19980807)4:8<1570::aid-chem1570>3.0.co;2-2
• 作为产物：
  描述：

  4-叔丁氧基苯甲腈 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 以95%的产率得到4-叔丁氧基苄胺
  参考文献：
  名称：

  通过连续的Ugi和分子内S N Ar反应方便地两步合成高度官能化的苯并稠合的1,4-二氮杂3-3-酮和1,5-二氮杂-4-酮

  摘要：

  苯并二氮杂pin酮是重要的杂环族，具有非常诱人的药理特性和拟肽能力。我们在此报告了一种使用多组分缩合/环化策略快速有效地两步合成多取代的1,4-苯并二氮杂-3-酮和1,5-苯并二氮杂-4-酮的方法。该方法使用的Ugi四组分反应以冷凝容易获得Ñ α-带有2-氟苯甲醛衍生物的-Fmoc-氨基酸，胺和异氰酸酯，然后一锅去除Fmoc-基团，分子内芳族亲核取代基用于闭环和侧链脱保护。所描述的方法可接近带有多种官能化取代基的苯并稠合的7和8元环，并用于有效制备三和四取代的1,4-苯并二氮杂-3-酮和1,5-苯并重氮-4 -通过两个简单的步骤即可获得高产量。

  DOI：

  10.1016/j.tet.2017.09.028

文献信息

• [EN] COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES<br/>[FR] COMPOSÉS, SELS CORRESPONDANTS ET MÉTHODES POUR LE TRAITEMENT DE MALADIES
  申请人：ACADIA PHARM INC

  公开号：WO2019040107A1

  公开（公告）日：2019-02-28

  The present disclosure relates to compounds according to Formula (I), useful for treating diseases.

  本公开涉及按照式（I）的化合物，用于治疗疾病。
• Fast and efficient microwave-assisted synthesis of functionalized peptoids via Ugi reactions
  作者：Angélica de Fátima S. Barreto、Otilie E. Vercillo、Mike A. Birkett、John C. Caulfield、Ludger A. Wessjohann、Carlos Kleber Z. Andrade

  DOI：10.1039/c1ob05471f

  日期：——

  A wide range of N-alkylglycines (peptoids) can be efficiently prepared viaUgi reactions using microwave irradiations. The results confirm the versatility and efficiency of the methodology for the preparation of functionalized peptoids. The products can be used in consecutive Ugi reactions to yield cyclic peptoids of potential biological interest.

  通过使用微波辐射的Ugi反应，可以高效制备一系列N-烷基甘氨酸（肽类类似物）。这些结果证实了该方法学在制备功能化肽类类似物时的多功能性和高效性。产物可用于连续的Ugi反应，生成具有潜在生物学意义的环状肽类类似物。
• Ammonium Chloride‐Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation
  作者：Chunling Blue Lan、Karine Auclair

  DOI：10.1002/ejoc.202101059

  日期：2021.10.7

  Ammonium chloride promotes the selective formation of monosubstituted ureas under microwave irradiation. Most nucleophiles, acid-labile functionalities, and protecting groups are well tolerated in this reaction. By avoiding transition metals and mineral acids, this methodology offers a more sustainable alternative for the synthesis of monosubstituted ureas and their analogs.

  氯化铵在微波辐射下促进单取代脲的选择性形成。大多数亲核试剂、酸不稳定官能团和保护基团在该反应中具有良好的耐受性。通过避免过渡金属和无机酸，该方法为合成单取代脲及其类似物提供了一种更可持续的替代方案。
• Approaches to the synthesis of ureapeptoid peptidomimetics
  作者：John A.W. Kruijtzer、Dirk J. Lefeber、Rob M.J. Liskamp

  DOI：10.1016/s0040-4039(97)01166-0

  日期：1997.7

  ureapeptoid peptidomimetics can be composed from Boc-protected N-substituted ethylenediamines. The best approach is to synthesize these from chloroacetonitrile followed by conversion to the corresponding crystalline p-nitrophenyl carbamates in order to prepare the ureapeptoids.

  尿素肽类肽模拟物可由Boc保护的N-取代的乙二胺组成。最好的方法是由氯乙腈合成这些化合物，然后转化为相应的结晶对硝基苯基氨基甲酸酯，以制备脲类肽。
• Compounds for the treatment of inflammatory disorders and microbial diseases
  申请人：Siddiqui Arshad M.

  公开号：US20070129378A1

  公开（公告）日：2007-06-07

  This invention relates to compounds of the Formulae (I)-(IX): or a pharmaceutically acceptable salt, solvate, ester or isomer thereof, which can be useful for the treatment of diseases or conditions mediated by MMPs, aggrecanase, ADMP, LpxC, ADAMs, TACE, TNF-α or combinations thereof.

  本发明涉及以下式（I）-（IX）的化合物：或其药用可接受的盐、溶剂化合物、酯或异构体，可用于治疗由MMPs、aggrecanase、ADMP、LpxC、ADAMs、TACE、TNF-α或其组合介导的疾病或症状。