2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester | 6941-36-2

• 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: 2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester
• 英文别名: acetylamino-(4-chloro-benzyl)-malonic acid diethyl ester；Acetylamino-(4-chlor-benzyl)-malonsaeure-diaethylester；2-acetylamino-2-(4-chlorobenzyl)-malonate diethyl ester；Diethyl(acetylamino)(4-chlorobenzyl)propanedioate；diethyl 2-acetamido-2-[(4-chlorophenyl)methyl]propanedioate
• CAS: 6941-36-2
• 化学式: C₁₆H₂₀ClNO₅
• 分子量: 341.791
• InChiKey: HBZSFXOTCKUYOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  81.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester 在 盐酸 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 DL-4-氯苯丙氨酸乙酯盐酸盐
  参考文献：
  名称：

  Anthranilic acid based CCK1 receptor antagonists: preliminary investigation on their second “touch point”

  摘要：

  In this phase of structure-affinity relationship study of VL-0395, a new anthranilic acid based CCK1 selective antagonist, we propose a series Of Unnatural aminoacidic derivatives. The result of this work is the identification of a new CCK ligand, which possesses an affinity (IC50 = 35 nm) one order of magnitude greater than the lead and, as a general rule, it points out how the hypothesized receptorial pocket which accommodates the Phe residue allows much more structural modification than that interacting with the N-terminal group. Hence, the modification of the C-terminal pharmacophoric group of our lead VL-0395 can not only enhance the affinity of anthranific acid derivatives but can modulate the selectivity for one CCK receptor subtype or afford mixed antagonists. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.01.002
• 作为产物：
  描述：

  氨基丙二酸二乙酯盐酸盐 在 caesium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 生成 2-acetylamino-2-(4-chlorobenzyl)malonic acid diethyl ester
  参考文献：
  名称：

  α-氨基烷基自由基向异喹啉的有机催化对映选择性加成

  摘要：

  借助手性磷酸和二氰基吡嗪衍生的生色团（DPZ）光敏剂的双重有机催化体系，并在可见光照射下，将α-氨基酸衍生的氧化还原活性酯（RAE）的对映选择性Minisci型加到异喹啉中已经被开发出来。从RAE产生的各种前手性α-氨基烷基已成功引入异喹啉，以高收率提供了一系列有价值的α-异喹啉取代的手性仲胺，具有良好或优异的对映选择性。

  DOI：

  10.1021/acs.orglett.8b02791

文献信息

• Process for production of optically active n-protected-n-methyl-phenylalanine derivative
  申请人：Ajinomoto Co., Inc.

  公开号：US06342629B1

  公开（公告）日：2002-01-29

  There is provided a process for industrially and efficiently producing an optically active N-protected-N-methyl-4-halogenophenylalanine at a high purity, which is useful as an intermediate for the production of pharmaceutical agents. An optically active N-protected-N-methyl-4-halogenophenylalanine (including the free form and/or the salt form thereof) purified to a high purity is produced by way of the deposition and isolation in the form of salt (DCHA salt or the like) from an optically active N-protected-N-methyl-4-halogenophenylalanine containing at least the optical isomer thereof as an impurity. Because the intended compound at a high purity can be recovered and obtained at a high yield, the process of the present invention is very useful as a process for producing the intermediate for the production of pharmaceutical agents.

  提供了一种工业化高效生产光学活性的N-保护-N-甲基-4-卤苯丙氨酸的方法，该方法可高纯度地产生该化合物，可作为制药剂的中间体。通过从含有至少其光学异构体的光学活性N-保护-N-甲基-4-卤苯丙氨酸中析出和分离盐形式（例如DCHA盐等），可以生产高纯度的光学活性N-保护-N-甲基-4-卤苯丙氨酸（包括其自由形式和/或盐形式）。由于可以以高产率回收和获得预期的高纯度化合物，因此本发明的方法非常有用，可作为制药剂生产中间体的方法。
• Process for production of optically active N-protected-N-methyl-phenylalanine derivative
  申请人：Ajinomoto Co., Inc.

  公开号：EP1069109A1

  公开（公告）日：2001-01-17

  There is provided a process for efficiently producing an optically active N-protected-N-methyl-4-halogenophenylalanine, which is useful as an intermediate for the production of pharmaceutical agents. In the present invention, an optically active N-protected-N-methyl-4-halogenophenylalanine (including the free form and/or the salt form thereof) purified to a high purity is produced by way of the deposition and isolation in the form of salt (DCHA salt or the like) from an optically active N-protected-N-methyl-4-halogenophenylalanine containing at least the optical isomer thereof as an impurity. Because the intended compound at a high purity can be recovered and obtained industrially at a high yield, the process of the present invention is very useful as a process for producing the intermediate for the production of pharmaceutical agents.

  本发明提供了一种高效生产光学活性 N-保护-N-甲基-4-卤代苯丙氨酸的工艺，该工艺可用作生产药物制剂的中间体。 在本发明中，通过从至少含有光学异构体作为杂质的光学活性 N-保护-N-甲基-4-卤代苯丙氨酸中沉积和分离出盐（DCHA 盐或类似盐）的形式，生产出纯度很高的光学活性 N-保护-N-甲基-4-卤代苯丙氨酸（包括游离形式和/或其盐形式）。由于高纯度的预期化合物可以高产率回收和工业化生产，本发明的工艺作为生产药剂中间体的工艺非常有用。
• Synthesis of Phenylalanine Analogs as Antimetabolites
  作者：J. H. Burckhalter、Verlin C. Stephens

  DOI：10.1021/ja01145a022

  日期：1951.1
• Kobow; Sprung; Schulz, Pharmazie, 1990, vol. 45, # 7, p. 529 - 530
  作者：Kobow、Sprung、Schulz

  DOI：——

  日期：——
• Ghosh; Dutta, Journal of the Indian Chemical Society, 1955, vol. 32, p. 719,725
  作者：Ghosh、Dutta

  DOI：——

  日期：——