(3-tert-Butoxycarbonylamino-propylamino)-acetic acid benzyl ester | 213820-59-8

• 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: (3-tert-Butoxycarbonylamino-propylamino)-acetic acid benzyl ester
• 英文别名: Benzyl 2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylamino]acetate
• CAS: 213820-59-8
• 化学式: C₁₇H₂₆N₂O₄
• 分子量: 322.404
• InChiKey: BZUMIGMDRWLPEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (3-tert-Butoxycarbonylamino-propylamino)-acetic acid benzyl ester 在 palladium 10% on activated carbon 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  具有扩展骨架的三链体形成肽核酸。

  摘要：

  PNA 与 dsRNA 形成比 DNA 稳定性更高的三螺旋。结构考虑表明，将 PNA 主链延长一个碳原子可能会逆转这种偏好，有利于 DNA；然而，实验反驳了这个假设。研究表明，PNA 具有形成 A 型三螺旋结构的内在偏好，因此对 RNA 的亲和力高于 DNA。

  DOI：

  10.1002/cbic.202000432
• 作为产物：
  描述：

  N-叔丁氧羰基-1,3-丙二胺 、 2-溴乙酸苄酯 在 TEA 作用下， 以 四氢呋喃 为溶剂， 以91%的产率得到(3-tert-Butoxycarbonylamino-propylamino)-acetic acid benzyl ester
  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

文献信息

• PRO-DRUGS FOR CONTROLLED RELEASE OF BIOLOGICALLY ACTIVE COMPOUNDS
  申请人：Jenkins Thomas E.

  公开号：US20090137618A1

  公开（公告）日：2009-05-28

  Pro-drugs containing an electron withdrawing substituent, as defined in the specification, are useful in a method for providing a patient with post administration-activated, controlled release of a biologically active compound.

  包含电子吸引基团的前药，在规范中定义，对于为患者提供经过给药后激活的、受控释放生物活性化合物的方法是有用的。
• US9023860B2
  申请人：——

  公开号：US9023860B2

  公开（公告）日：2015-05-05