N-benzoyl-L-aspartic acid-anhydride | 54819-23-7

• 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: N-benzoyl-L-aspartic acid-anhydride
• 英文别名: N-Benzoyl-L-asparaginsaeure-anhydrid；N-[(3S)-2,5-Dioxooxolan-3-yl]benzamide；N-[(3S)-2,5-dioxooxolan-3-yl]benzamide
• CAS: 54819-23-7
• 化学式: C₁₁H₉NO₄
• 分子量: 219.197
• InChiKey: YSVIOFKUOBVJII-QMMMGPOBSA-N

物化性质

• 熔点：
  208-209 °C(Solv: acetone (67-64-1))
• 沸点：
  532.6±43.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  72.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzoyl-L-aspartic acid-anhydride 在 4-二甲氨基吡啶 、 三氯化铝 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 生成 [((S)-2-Benzoylamino-4-oxo-4-phenyl-butyryl)-methyl-amino]-acetic acid methyl ester
  参考文献：
  名称：

  Regio- and stereoselective 1,6-photocyclization of aspartic acid-derived chiral γ-ketoamides

  摘要：

  Chiral cc-acylamino gamma-ketoamides 2 were irradiated and regioisomeric 1,6-cyclization products 3 and 4 obtained in high yields. Symmetrically N,N-disubstituted substrates 2a,b reacted diastereoselectively to give the all-cis products 3a,b in high yields. High 1,3-asymmetric induction was also observed for the unsymmetrically N,N-disubstituted 2d and 2e. The stereoselectivity of these reactions is discussed in terms of SOC-controlled spin inversion geometries. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(99)00448-7
• 作为产物：
  描述：

  N-苯甲酰基-天冬氨酸 在 乙酸酐 作用下， 生成 N-benzoyl-L-aspartic acid-anhydride
  参考文献：
  名称：

  91. N-酰基-L-天冬氨酸被乙酸酐脱水和消旋

  摘要：

  DOI：

  10.1039/jr9530000453

文献信息

• A Simple Approach to β-Amino Acids by Acylation of Arenes with N-Acyl Aspartic Anhydrides
  作者：Axel Griesbeck、Heike Heckroth

  DOI：10.1055/s-1997-1007

  日期：1997.11

  Friedel-Crafts acylation of arenes (benzene, toluene, o-xylene) with N-protected (Bz, Ac, Ac-Bn, Ts, Tfac, N,N-Pht) aspartic anhydrides (1a-1f) resulted in mixtures of α- and β-amino acids. The β/α-selectivity could be optimized for alkylated arenes (toluene, xylene) and the N-Ac, N-Bn protected 1c.

  用 N 保护（Bz、Ac、Ac-Bn、Ts、Tfac、N,N-Pht）的天冬氨酸酐（1a-1f）对炔类化合物（苯、甲苯、邻二甲苯）进行 Friedel-Crafts酰化反应，可得到δ-和²-氨基酸的混合物。δ/δ选择性可通过烷基化的茴香（甲苯、二甲苯）和 N-Ac、N-Bn 保护的 1c 得到优化。
• MULTIMODALES ADSORPTIONSMEDIUM MIT MULTIMODALEN LIGANDEN, VERFAHREN ZU DESSEN HERSTELLUNG UND DESSEN VERWENDUNG
  申请人：Sartorius Stedim Biotech GmbH

  公开号：EP3442700A1

  公开（公告）日：2019-02-20
• MULTIMODAL ADSORPTION MEDIUM WITH MULTIMODAL LIGANDS, METHOD FOR THE PREPARATION AND USE THEREOF
  申请人：Sartorius Stedim Biotech GmbH

  公开号：US20190105632A1

  公开（公告）日：2019-04-11

  The present invention relates to a multimodal adsorption medium, in particular a multimodal chromatography medium, a method for its production, as well as use of the adsorption medium according to the invention or an adsorption medium produced according to the invention for the purification of biomolecules.
• Regio- and stereoselective 1,6-photocyclization of aspartic acid-derived chiral γ-ketoamides
  作者：Axel G. Griesbeck、Heike Heckroth、Hans Schmickler

  DOI：10.1016/s0040-4039(99)00448-7

  日期：1999.4

  Chiral cc-acylamino gamma-ketoamides 2 were irradiated and regioisomeric 1,6-cyclization products 3 and 4 obtained in high yields. Symmetrically N,N-disubstituted substrates 2a,b reacted diastereoselectively to give the all-cis products 3a,b in high yields. High 1,3-asymmetric induction was also observed for the unsymmetrically N,N-disubstituted 2d and 2e. The stereoselectivity of these reactions is discussed in terms of SOC-controlled spin inversion geometries. (C) 1999 Elsevier Science Ltd. All rights reserved.
• 91. The dehydration and racemisation of N-acyl-L-aspartic acids by acetic anhydride
  作者：C. C. Barker

  DOI：10.1039/jr9530000453

  日期：——