2-Phenylglycine, N-methoxycarbonyl-, methyl ester | 85235-40-1

• 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: 2-Phenylglycine, N-methoxycarbonyl-, methyl ester
• 英文别名: methyl 2-(methoxycarbonylamino)-2-phenylacetate
• CAS: 85235-40-1
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: KUDRZXYHQUCFTN-UHFFFAOYSA-N

物化性质

• 沸点：
  356.8±35.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Phenylglycine, N-methoxycarbonyl-, methyl ester 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 作用下， 以 四氢呋喃 、 四氯化碳 为溶剂， 反应 3.25h， 生成 2-(Methoxycarbonylamino)-2-hydroxy-2-phenylessigsaeure-methylester
  参考文献：
  名称：

  Koeppen, Juergen; Matthies, Dieter; Schweim, Harald, Liebigs Annalen der Chemie, 1985, # 12, p. 2383 - 2389

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基甘氨酸甲酯盐酸盐 、 methyl 3,5-dimethyl-1H-pyrazole-1-carboxylate 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以63%的产率得到2-Phenylglycine, N-methoxycarbonyl-, methyl ester
  参考文献：
  名称：

  New facile alkoxycarbonylating agent, alkyl pyrazole-1-carboxylates. The preparation and the utilities

  摘要：

  Alkyl pyrazole-1-carboxylates (2), which were readily prepared from alkyl chloroformate or carbazate in good yields, were provided as the new facile alkoxycarbonylating agents toward the Grignard reagents for the synthesis of one carbon higher carboxylic esters. Also amines were alkoxycarbonylated by 2 to produce the corresponding urethanes even in an aqueous medium. Benzyl 3,5-dimethylpyrazole-1-carboxylate (2d) could be utilized for the Cbz-protection of amino acids and esters in good yield without any racemization. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00947-8

文献信息

• Enantioselective reduction of CO and CN compounds with NADH model N,N,1,2,4-pentamethyl-1,4-dihydronicotinamide
  作者：Jos P. Versleijen、Mireille S. Sanders-Hovens、Sylvia A. Vanhommerig、Jozef A. Vekemans、Emmo M. Meijer

  DOI：10.1016/s0040-4020(01)87253-7

  日期：1993.8

  The scope and mechanism of enantioselective hydride transfer from NADH model 4 to prochiral CO and CN compounds were investigated. Efficient chirality transfer from 4 to α-keto esters and α-methoxycarbonylimino esters was achieved. The resemblance in reactivity and stereochemistry of the prochiral CO and CN-CO2Me functionalities in the hydride transfer reaction is attributed to the intervention

  研究了NADH 4型对映体选择性氢化物向前手性CO和CN化合物转移的范围和机理。实现了从4到α-酮酸酯和α-甲氧基羰基亚氨基酯的有效手性转移。在反应性和前手性CO和CN-CO的立体化学结构的相似2在氢化物转移反应我官能归因于相似的Mg的干预（CLO 4）2介导的三元复合物。
• Intramolecular amidoalkylation of aromatics II. Synthesis of conformationally restricted bridged peptides analogues of phg-gly or gly-phg.
  作者：Dov Ben-Ishai、Aharon R. McMurray

  DOI：10.1016/s0040-4020(01)80154-x

  日期：1993.1

  Derivatives of Phg-α-MeO-GlyOH() and its isomer α-MeO-Gly-Phg() were prepared and their inter and intramolecular amidoalkylation reactions were studied. Derivatives of underwent smooth cyclization to give 4-amino-3-isoquinolon-1-carboxylic acid derivatives (, ). The isomer , which reacted smoothly intermolecularly with toluene to give the open chain peptide , reacted sluggishly intramolecularly.

  制备了Phg-α-MeO-GlyOH（）及其异构体α-MeO-Gly-Phg（）的衍生物，并对它们的分子间和分子内酰胺烷基化反应进行了研究。对衍生物进行平滑环化，得到4-氨基-3-异喹诺酮-1-羧酸衍生物（，）。该异构体在分子间与甲苯平滑反应，生成开链肽，在分子内反应缓慢。
• KOEPPEN, J.;MATTHIES, D.;SCHWEIM, H., LIEBIGS ANN. CHEM., 1985, N 12, 2383-2389
  作者：KOEPPEN, J.、MATTHIES, D.、SCHWEIM, H.

  DOI：——

  日期：——