Bz-L-Ala-L-PheOMe | 53842-49-2

• 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: Bz-L-Ala-L-PheOMe
• 英文别名: N-benzoyl-L-alanyl-L-phenylalanine methyl ester；methyl (2S)-2-[[(2S)-2-benzamidopropanoyl]amino]-3-phenylpropanoate
• CAS: 53842-49-2
• 化学式: C₂₀H₂₂N₂O₄
• 分子量: 354.406
• InChiKey: DWBPCDCMGYUYIX-YOEHRIQHSA-N

物化性质

• 沸点：
  612.0±50.0 °C(Predicted)
• 密度：
  1.182±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  L-苯丙氨酸甲酯 、 N-苯甲酰-L-丙氨酸 在 2,4-双三氟甲基苯硼酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以61%的产率得到Bz-L-Ala-L-PheOMe
  参考文献：
  名称：

  2,4-双（三氟甲基）苯基硼酸上 的邻位取代基催化羧酸和胺之间的脱水缩合†

  摘要：

  2,4-双（三氟甲基）苯基硼酸是用于羧酸和胺之间的脱水酰胺化的高效催化剂。机理研究表明，预计2：2混合酸酐是唯一的活性物质，硼酸的原取代基在防止胺与活性物质的硼原子配位方面起关键作用，从而促进酰胺化。该催化剂可用于α-二肽合成。

  DOI：

  10.1039/c8cc02558d

文献信息

• A potential greener protocol for peptide coupling reactions using recyclable/reusable ionic liquid [ $$\hbox {C}_{4}\hbox {-DABCO}][\hbox {N(CN)}_{2}$$ C 4 -DABCO ] [ N(CN) 2 ]
  作者：Manashjyoti Konwar、Nageshwar D Khupse、Prakash J Saikia、Diganta Sarma

  DOI：10.1007/s12039-018-1461-0

  日期：2018.5

  systems. Here, we carried out the peptide bond formation reaction in one of the environmentally secure solvents, ‘ionic liquids’ in the presence of coupling reagent and in the absence of external base at room temperature, affording dipeptides in good to excellent yields. GRAPHICAL ABSTRACTSYNOPSIS We carried out the peptide bond formation reaction in ionic liquids in the presence of a coupling reagent

  摘要 近年来，由于绿色溶剂介质和催化系统的生态性能，合成有机化学中绿色方法的发展引起了人们的关注。在这里，我们在室温下在一种环境安全的溶剂（“离子液体”）中在偶联剂存在下且在不存在外部碱的情况下进行了肽键形成反应，从而以良好的产率获得了优异的二肽。 图形概要概述我们在室温下，在不存在外部碱的情况下，在偶合试剂存在下，在离子液体中进行肽键形成反应，从而以良好或极好的收率得到二肽。
• Amino acid-n-carboxy anhydrides hvaing substituent at nitrogen
  申请人：——

  公开号：US20020173664A1

  公开（公告）日：2002-11-21

  This invention provides amino acid N-carboxyanhydrides, each of which has an N-acyl substituent on its nitrogen atom, is represented by the following formula (1): 1 readily reacts with nucleophilic reagents such as free amino acids, alcohols, anions or the like, and are intermediates useful for the high-yield production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like useful in many fields lead by the fields of pharmaceuticals and agrochemicals, and also provides a process for the production of the amino acid N-carboxyanhydrides. Further, the present invention also provides a process for the production of diamides, which uses the compounds of the formula (1) and amine derivatives represented by the following formula (7): 2 These diamides can also be suitably used for the production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like.

  本发明提供了氨基酸N-羧酸酐，每个酐都在其氮原子上具有N-酰基取代基，由以下公式（1）表示：1可以与自由氨基酸、醇、阴离子等亲核试剂轻松反应，是用于高产率生产氨基酸衍生物、光学活性化合物、肽、多肽等在制药和农化领域等多个领域有用的中间体，并提供了一种制备氨基酸N-羧酸酐的方法。此外，本发明还提供了一种使用公式（1）所述化合物和以下公式（7）所表示的胺衍生物的二酰胺的制备方法：2这些二酰胺也可适用于生产氨基酸衍生物、光学活性化合物、肽、多肽等。
• Amino acid N-carboxyanhydrides with acyl substituents on nitrogen atoms thereof
  申请人：Mitsui Chemicals, Inc.

  公开号：US06670447B2

  公开（公告）日：2003-12-30

  This invention provides amino acid N-carboxyanhydrides, each of which has an N-acyl substituent on its nitrogen atom, is represented by the following formula (1): readily reacts with nucleophilic reagents such as free amino acids, alcohols, anions or the like, and are intermediates useful for the high-yield production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like useful in many fields lead by the fields of pharmaceuticals and agrochemicals, and also provides a process for the production of the amino acid N-carboxyanhydrides. Further, the present invention also provides a process for the production of diamides, which uses the compounds of the formula (1) and amine derivatives represented by the following formula (7): These diamides can also be suitably used for the production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like.

  本发明提供了氨基酸N-羧酸酐，其每个氨基上都有一个N-酰基取代基，由以下式子(1)表示：它们容易与亲核试剂如游离氨基酸、醇、阴离子等反应，并且是高产率生产氨基酸衍生物、光学活性化合物、肽、多肽等中间体，这些中间体在制药和农药等领域非常有用。此外，本发明还提供了一种生产氨基酸N-羧酸酐的方法。此外，本发明还提供了一种使用式(1)化合物和以下式(7)表示的胺衍生物的二酰胺生产方法：这些二酰胺也可以适用于生产氨基酸衍生物、光学活性化合物、肽、多肽等。
• AMINO ACID-N-CARBOXY ANHYDRIDES HVAING SUBSTITUENT AT NITROGEN
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1298127A1

  公开（公告）日：2003-04-02

  This invention provides amino acid N-carboxyanhydrides, each of which has an N-acyl substituent on its nitrogen atom, is represented by the following formula (1): readily reacts with nucleophilic reagents such as free amino acids, alcohols, anions or the like, and are intermediates useful for the high-yield production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like useful in many fields lead by the fields of pharmaceuticals and agrochemicals, and also provides a process for the production of the amino acid N-carboxyanhydrides. Further, the present invention also provides a process for the production of diamides, which uses the compounds of the formula (1) and amine derivatives represented by the following formula (7): These diamides can also be suitably used for the production of amino acid derivatives, optically active compounds, peptides, polypeptides and the like.

  本发明提供了氨基酸 N-羧基酸酐，其中每个氨基酸的氮原子上都有一个 N-酰基取代基，由下式（1）表示： 本发明提供的氨基酸 N-羧基酸酐易于与亲核试剂（如游离氨基酸、醇、阴离子或类似物）反应，是高产生产氨基酸衍生物、光学活性化合物、肽、多肽等的中间体，可用于制药和农用化学品等多个领域，还提供了一种生产氨基酸 N-羧基酸酐的工艺。此外，本发明还提供了一种生产二酰胺的工艺，该工艺使用式（1）化合物和下式（7）代表的胺衍生物： 这些二酰胺还可用于生产氨基酸衍生物、光学活性化合物、肽、多肽等。
• Davies, John S.; Hakeem, Essam, Journal of the Chemical Society. Perkin transactions II, 1984, # 8, p. 1387 - 1392
  作者：Davies, John S.、Hakeem, Essam

  DOI：——

  日期：——