N-Acylglycine potassium salt | 128890-91-5

• 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-Acylglycine potassium salt
• 英文别名: potassium N-acetylglycinate；potassium;N-(carboxymethyl)ethanimidate
• CAS: 128890-91-5
• 化学式: C₄H₆NO₃*K
• 分子量: 155.195
• InChiKey: IMGHPTQQUMHNLG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -5.12
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Acylglycine potassium salt 在 重水 作用下， 生成 C₄H₅⁽²⁾HNO₃^(1-)*K⁽¹⁺⁾
  参考文献：
  名称：

  N-酰基甘氨酸单体盐和二聚体盐的振动光谱研究：长的酰基链对NH（ND）拉伸，酰胺I，酰胺II和CH 2-摆动模式的影响

  摘要：

  的振动光谱Ñ -acylglycine单体和二聚体的盐和它们的Ñ -deuteriated衍生物已经为了阐明长被研究Ñ酰基链的效果，这促进了聚甘氨酸II（PGII）样的结构Ñ -acylglycine低聚物（Ñ = 3-5）。结果总结如下。对于这些非常简单的低聚物，长的酰基链会引起NH拉伸模式的较大上移以及酰胺I和II模式的向下移动。对于单体盐而言，这种长的酰基链效应是明显的，表明它主要发生在与酰基末端相邻的肽键处。对于单体盐和二聚体盐，甘氨酸-CH的拉曼光谱图较长的酰基链促进了2种特征模式，它们类似于N-酰基甘氨酸低聚物的PGII样结构（ n = 3–5）和PGII的那些模式。

  DOI：

  10.1039/ft9949003483
• 作为产物：
  描述：

  potassium glycinate 、 4-硝基苯基乙酸酯 在 18-冠醚-6 作用下， 以 氯苯 为溶剂， 生成 N-Acylglycine potassium salt
  参考文献：
  名称：

  Phase-Transfer Aminolysis of 4-Nitrophenyl Acetate with Amino Acid Salts in the System Liquid-Solid. Kinetics of the Reaction in the Organic Phase

  摘要：

  In the phase-transfer system solid potassium aminoacetate-crown ether-chlorobenzene, the fraction of the nucleophile-catalyst complex trasterred to the organic phase does not exceed 1% of the amount of the solid phase. Nevertheless, the reactivity of the crown ether complex with potassium aminoacetate is sufficient to ensure the aminolysis to proceed in the organic phase at an appreciable rate.

  DOI：

  10.1023/b:rujo.0000003186.46326.46

文献信息

• Acyloxymethyl Carbonochloridates. New Intermediates in Prodrug Synthesis
  作者：Michael Folkmann、Frantz J. Lund

  DOI：10.1055/s-1990-27124

  日期：——

  The synthesis of a number of stable acyloxymethyl carbonochloridates 7 has been accomplished in four steps from chloromethyl carbonochloridate 3. Each step has been optimized with propanoyloxymethyl carbonochloridate 7c as a model compound (64% overall yield). Diethyl ether-boron trifluoride catalyzes the conversion of carbonothioate 6cc to the carbonochloridate 7c by chlorination with sulfuryl chloride. Acylation of a few compounds containing hydroxy or amino groups by 7c is described.

  已通过四步反应从氯甲基碳酰氯3合成了一系列稳定的乙酰氧甲基碳酰氯化合物7。以丙酰氧甲基碳酰氯7c作为模型化合物，对每一步反应进行了优化（总产率为64%）。二乙醚-三氟化硼催化硫代碳酸酯6cc通过硫酰氯氯化转化为碳酰氯7c。介绍了7c对含有羟基或氨基的少数化合物的酰化反应。
• Aryloxymethylcarbonochloridate ester intermediates for use in
  申请人：Leo Pharmaceutical Products Ltd. A/S (Lovens Kemiske Fabrik

  公开号：US05401868A1

  公开（公告）日：1995-03-28

  The present invention relates to hitherto unknown intermediate of formula, in which R.sub.1 stands for hydrogen or a straight or branched aliphatic C.sub.1 -C.sub.20 carbon chain or an aryl or aralkyl group, aryl and "ar" meaning an aromatic or heterocyclic, 5- or 6-membered ring substituent containing 1 or 2 hetero atoms selected among O, S and N, R.sup.1 optionally being further substituted, and its chain being interrupted by hetero atoms like oxygen, or by carbonyl group(s); and R.sup.3 stands for hydrogen or C.sub.1 -C.sub.3 alkyl. The present intermediates can be used in a one step method for producing prodrugs of formula, where D-H =drug itself.

  本发明涉及到迄今为止未知的一种中间体，其化学式为，其中R.sub.1代表氢或直链或支链的脂肪族C.sub.1-C.sub.20碳链或芳基或芳基烷基，芳基和“芳”表示含有1个或2个在O、S和N中选择的杂原子的芳香或杂环5-或6元环取代基，R.sup.1可选择进一步取代，其链被氧等杂原子或羰基打断；而R.sup.3代表氢或C.sub.1-C.sub.3烷基。这些中间体可以用于一步法制备化学式的前药，其中D-H=药物本身。
• Photodecarboxylative additions of N-protected α-amino acids to N-methylphthalimide
  作者：Sonia Gallagher、Fadi Hatoum、Nicolai Zientek、Michael Oelgemöller

  DOI：10.1016/j.tetlet.2010.05.020

  日期：2010.7

  Photoreactions involving N,N-dimethylated α-amino acid salts and N-methylphthalimide are dominated by photoreduction and acetone trapping. Only, N-phenyl glycinate underwent photodecarboxylative addition in a moderate yield of 30%. In contrast, N-acylated α-amino acid salts readily gave addition products in fair to high yields of 20–95%. Comparison experiments with N,N-dimethylacetamide and amino-/amido-containing

  涉及N，N-二甲基化α-氨基酸盐和N-甲基邻苯二甲酰亚胺的光反应以光还原和丙酮捕获为主导。仅甘氨酸N-苯基酯以30％的中等收率进行光脱羧。相反，N-酰化的α-氨基酸盐可以很容易地以20-95％的高至中等收率获得加成产物。与N，N-二甲基乙酰胺和含氨基/氨基的邻苯二甲酰亚胺的对比实验揭示了关键的电子转移步骤的起源和反应顺序NR 3  » RCO2个-- ⩾RCONR 2成立。
• Savelova, V. A.; Vakhitova, L. N.; Magazinskii, A. N., Russian Journal of Organic Chemistry, 1994, vol. 30, # 10.1, p. 1565 - 1571
  作者：Savelova, V. A.、Vakhitova, L. N.、Magazinskii, A. N.、Rybak, V. V.

  DOI：——

  日期：——
• Photodecarboxylative addition of carboxylates to phthalimides: a concise access to biologically active 3-(alkyl and aryl)methylene-1H-isoindolin-1-ones
  作者：Fadi Hatoum、Jana Engler、Christina Zelmer、Johannes Wißen、Cherie Ann Motti、Johann Lex、Michael Oelgemöller

  DOI：10.1016/j.tetlet.2012.07.142

  日期：2012.10

  A series of 3-(alkyl and aryl)methyleneisoindolin-1-one derivatives were synthesized in a simple two-step procedure using a recently established photodecarboxylative addition of carboxylates to phthalimides as the key-step. Subsequent acid-catalyzed dehydration and deprotection furnished the desired target compounds with high E-selectivity. The reaction sequence was applied to the synthesis of the known bioactive phenylethylene derivative, AKS-186. Different analogues, including heteroatom-containing isosteres were also synthesized using this approach. (C) 2012 Elsevier Ltd. All rights reserved.