Boc-Gly-Gly-NH-Bn | 145590-96-1

• 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: Boc-Gly-Gly-NH-Bn
• 英文别名: N-[(1,1-Dimethylethoxy)carbonyl]glycyl-N-(phenylmethyl)glycinamide；tert-butyl N-[2-[[2-(benzylamino)-2-oxoethyl]amino]-2-oxoethyl]carbamate
• CAS: 145590-96-1
• 化学式: C₁₆H₂₃N₃O₄
• 分子量: 321.376
• InChiKey: WMNKNBJFFDGNKF-UHFFFAOYSA-N

物化性质

• 沸点：
  609.1±50.0 °C(Predicted)
• 密度：
  1.153±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  96.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Boc-Gly-Gly-NH-Bn 在 盐酸 、 三乙胺 作用下， 以 甲醇 、 氯仿 、 水 、 乙酸乙酯 为溶剂， 反应 0.17h， 生成 2-Amino-N-[(benzylcarbamoyl)methyl]acetamide
  参考文献：
  名称：

  N‐Terminal‐Specific Dual Modification of Peptides through Copper‐Catalyzed [3+2] Cycloaddition

  摘要：

  Site‐specific introduction of multiple components into peptides is greatly needed for the preparation of densely functionalized and structurally uniform peptides. In this regard, N‐terminal‐specific peptide modification is attractive, but it can be difficult due to the presence of highly nucleophilic lysine ϵ‐amine. In this work, we developed a method for the N‐terminal‐specific dual modification of peptides through a three‐component [3+2] cycloaddition with aldehydes and maleimides under mild copper catalysis. This approach enables exclusive functionalization at the glycine N‐terminus of iminopeptides, regardless of the presence of lysine ϵ‐amine, thus affording the cycloadducts in excellent yields. Tolerating a broad range of functional groups and molecules, the present method provides the opportunity to rapidly construct doubly functionalized peptides using readily accessible aldehyde and maleimide modules.

  DOI：

  10.1002/anie.202320012
• 作为产物：
  描述：

  Boc-Gly-Gly-OSu 、 苄基叠氮 在 5% Pd-BaSO4 、 氢气 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以87%的产率得到Boc-Gly-Gly-NH-Bn
  参考文献：
  名称：

  Pd-catalyzed one-pot chemoselective hydrogenation protocol for the preparation of carboxamides directly from azides

  摘要：

  Carboxamides were obtained efficiently in high yields from azides on reaction with the corresponding pre-formed activated carboxylic acids in a single-step reductive transformation using hydrogen atmosphere (balloon) under Pd/BaSO4 or Pd/CaCO3 catalysis. The method is highly chemoselective and compatible with extremely labile functional groups such as benzyl carbamates, benzyl ethers, benzyl esters, and olefins. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.066

文献信息

• The synthesis of a ^99mTc-labeled tetravalent targeting probe upon isonitrile coordination to ^99mTc^I for enhanced target uptake in saturable systems
  作者：Yuki Mizuno、Tomoya Uehara、Chun-wei Jen、Hiromichi Akizawa、Yasushi Arano

  DOI：10.1039/c9ra04311j

  日期：——

  The difference in 2-proton's acidity between L_β and L_G led to dramatically different results of their reactions with [^99mTc][Tc(CO)₃(OH₂)₃]⁺.

  2-质子的酸度在L_β和L_G之间的差异导致它们与[^99mTc][Tc(CO)₃(OH₂)₃]⁺反应产生截然不同的结果。