benzoyl-L-leucyl-glycine ethyl ester | 2418-77-1

• 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: benzoyl-L-leucyl-glycine ethyl ester
• 英文别名: Bz-Leu-Gly-OEt；Bz-Leu-Gly-OMe；BzLeu-GlyOEt；Benzoyl-leucyl-glycine ethyl ester；ethyl 2-[[(2S)-2-benzamido-4-methylpentanoyl]amino]acetate
• CAS: 2418-77-1
• 化学式: C₁₇H₂₄N₂O₄
• 分子量: 320.389
• InChiKey: NKDNHCBYTAXCTE-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1H-苯并三唑-1-基氧三吡咯烷基六氟磷酸盐 以80%的产率得到
  参考文献：
  名称：

  COSTE, J.;LE-NGUYEN, D.;CASTRO, B., TETRAHEDRON LETT. , 31,(1990) N, C. 205-208

  摘要：

  DOI：

文献信息

• A Novel Organophosphorus Compound as a Coupling Reagent for Peptide Synthesis
  作者：Chong-Xu Fan、Xiao-Lin Hao、Yun-Hua Ye

  DOI：10.1080/00397919608003508

  日期：1996.4

  Abstract 3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4 (3H)-one 1 is a new organophosphorus compound which can be used as an efficient coupling reagent for peptide synthesis by either solution or solid phase coupling. Standard abbreviations for amino acids and protecting groups follow the IUPAC-IUB Joint Commission on Biochemistry Nomenclature: J. Biol. Chem. 1971, 247, 977.

  摘要 3-(Diethoxyphosphoryloxy)-1,2,3-benzotriazin-4 (3H)-one 1 是一种新型有机磷化合物，可用作溶液偶联或固相偶联的肽合成的有效偶联剂。氨基酸和保护基团的标准缩写遵循 IUPAC-IUB 生物化学命名联合委员会：J. Biol。化学 1971、247、977。
• A Fast Procedure for the Preparation of Amides/Peptides from Carboxylic Acids and Azides via Two Redox Reactions: Application to the Synthesis of Methionine Enkephalin
  作者：Sunil K. Ghosh、Rekha Verma、Usha Ghosh、Vasant R. Mamdapur

  DOI：10.1246/bcsj.69.1705

  日期：1996.6

  A one-pot self regulated approach for the synthesis of amides/peptides based on two reduction–oxidation (redox) reactions has been described. The primary and secondary amides/peptides are made by using azidotrimethylsilane and alkyl azides/α-azido acid derivatives respectively as the direct source of amine components. Benzeneselenol, generated in the reaction medium during carboxyl activation, has

  已经描述了基于两个还原-氧化（氧化还原）反应的用于合成酰胺/肽的一锅自调节方法。一级和二级酰胺/肽分别使用叠氮三甲基硅烷和烷基叠氮化物/α-叠氮酸衍生物作为胺组分的直接来源制备。已发现在羧基活化过程中在反应介质中产生的苯甲酚是用于将叠氮化物转化为伯胺的有效还原剂。该方法已应用于甲硫氨酸脑啡肽的合成。
• 2,2′-carbonyl-bis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine): I-A new reagent for the preparation of carbamates and amides, application to the synthesis of dipeptides.
  作者：Michel Denarié、Denis Grehouillat、Thierry Malfroot、Jean-Pierre Senet、Gérard Sennyey、Patrick Wolf

  DOI：10.1016/s0040-4039(01)81064-9

  日期：1987.1

  2,2′-Carbonyl bis(3,5-dioxo-4-methyl-1,2,4-oxadiazolidine) was prepared and used for the synthesis of various carbamates and dipeptides.

  制备了2,2'-羰基双（3,5-二氧-4-甲基-1,2,4-氧二唑烷）并将其用于合成各种氨基甲酸酯和二肽。
• 5-(1<i>H</i>-Benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2<i>H</i>-Pyrrolium Hexachloroantimonate (BDMP^®): A Highly Efficient Immonium Type Peptide Coupling Reagent
  作者：Peng Li、Jie Cheng Xu

  DOI：10.1246/cl.1999.1163

  日期：1999.11

  HOBt-based immonium type coupling reagent, 5-(1H-benzotriazol-1-yloxy)-3,4-dihydro-1-methyl 2H-pyrrolium hexachloroantimonate (BDMP) has been designed, synthesized and utilized to synthesize oligopeptides and biologically active peptides both in solution and solid phase with good yield, low racemization and fast reaction rate.

  基于HOBt的亚胺型偶联试剂，5-(1H-苯并三唑-1-氧基)-3,4-二氢-1-甲基-2H-吡咯鎓六氯锑酸盐(BDMP)已被设计、合成并用于在溶液和固相中合成寡肽和生物活性肽，具有良好的产率、低消旋化和快速反应速率。
• A new convenient approach to peptide synthesis using a diselenide and a phosphine
  作者：Usha Singh、Sunil K. Ghosh、Mohindra S. Chadha、Vasant R. Mamdapur

  DOI：10.1016/0040-4039(91)80869-8

  日期：1991.1

  A new and highly efficient method based on a redox reaction using diphenyl diselenide and tributylphosphine for the general synthesis of peptides is described. The side reaction due to selenophenol formation is overcome by using chalcone as a scavenger or by selective oxidation to diselenide.

  描述了一种基于氧化还原反应的新型高效方法，该方法使用二苯二硒化物和三丁基膦进行肽的一般合成。通过使用查尔酮作为清除剂或通过选择性氧化成二硒化物，可以克服由于硒酚形成而引起的副反应。

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