Boc-Pro-Thr-OBzl | 68624-11-3

• 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-Pro-Thr-OBzl
• 英文别名: Boc-Pro-Thr-OBn；tert-butyl (2S)-2-[[(2S,3R)-3-hydroxy-1-oxo-1-phenylmethoxybutan-2-yl]carbamoyl]pyrrolidine-1-carboxylate
• CAS: 68624-11-3
• 化学式: C₂₁H₃₀N₂O₆
• 分子量: 406.479
• InChiKey: HUFPLKDCRAYQIP-PVAVHDDUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  105
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  Boc-Pro-Thr-OBzl 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以78%的产率得到(S)-2-((S)-1-Benzyloxycarbonyl-2-oxo-propylcarbamoyl)-pyrrolidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  含有恶唑环作为酰胺键替代物的昆虫神经肽原蛋白的类似物的合成。

  摘要：

  [结构：见文字]。制备了三种昆虫神经肽proctolin（H-Arg-Tyr-Leu-Pro-Thr-OH）的恶唑类似物，分别在Tyr和Pro之间以及在Pro和Thr之间含有一个恶唑。还已经制备了在Tyr和Pro之间以及在Pro和Thr之间含有恶唑部分的化合物。已经测试了所有化合物的肌活性。

  DOI：

  10.1021/ol016269k
• 作为产物：
  描述：

  BOC-L-脯氨酸 、 TosOH*Thr-OBzl 在 1-羟基苯并三唑一水物 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以74.9%的产率得到Boc-Pro-Thr-OBzl
  参考文献：
  名称：

  Incorporation of fluoroprolines to proctolin: Study on the effect of a fluorine atom toward peptidic conformation

  摘要：

  In spite of quite small steric perturbation, substitution of proline (Pro) in the target pentapeptide proctolin (Arg-Tyr-Leu-Pro-Thr) for (4R)- as well as (4S)-4-fluoroproline led to apparent alteration of the pyrrolidine ring structure which eventually resulted in the significant conformational change of the whole molecules which was assumed on the basis of their NOESY spectra. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2007.12.005

文献信息

• Incorporation of fluoroprolines to proctolin: Study on the effect of a fluorine atom toward peptidic conformation
  作者：Takamasa Kitamoto、Taeko Ozawa、Megumi Abe、Shunsuke Marubayashi、Takashi Yamazaki

  DOI：10.1016/j.jfluchem.2007.12.005

  日期：2008.4

  In spite of quite small steric perturbation, substitution of proline (Pro) in the target pentapeptide proctolin (Arg-Tyr-Leu-Pro-Thr) for (4R)- as well as (4S)-4-fluoroproline led to apparent alteration of the pyrrolidine ring structure which eventually resulted in the significant conformational change of the whole molecules which was assumed on the basis of their NOESY spectra. (C) 2008 Elsevier B.V. All rights reserved.
• Syntheses of Analogues of the Insect Neuropeptide Proctolin Containing an Oxazole Ring as an Amide Bond Replacement
  作者：Andrew Plant、Frank Stieber、Jürgen Scherkenbeck、Peter Lösel、Hubert Dyker

  DOI：10.1021/ol016269k

  日期：2001.11.1

  [structure: see text]. Three oxazole analogues of the insect neuropeptide proctolin (H-Arg-Tyr-Leu-Pro-Thr-OH) have been prepared, containing a single oxazole between Tyr and Pro and between Pro and Thr, respectively. A compound containing an oxazole moiety between Tyr and Pro and between Pro and Thr has also been prepared. All compounds have been tested for myotropic activity.

  [结构：见文字]。制备了三种昆虫神经肽proctolin（H-Arg-Tyr-Leu-Pro-Thr-OH）的恶唑类似物，分别在Tyr和Pro之间以及在Pro和Thr之间含有一个恶唑。还已经制备了在Tyr和Pro之间以及在Pro和Thr之间含有恶唑部分的化合物。已经测试了所有化合物的肌活性。