(2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester | 66449-90-9

• 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: (2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester
• 英文别名: N-(N-benzyloxycarbonyl-glycyl)-L-proline methyl ester；N-carbobenzoxy-L-glycyl-L-proline methyl ester；N-(N-benzyloxycarbonylglycyl)-L-proline methyl ester；Benzyloxycarbonylglycyl-l-proline methyl ester；methyl (2S)-1-[2-(phenylmethoxycarbonylamino)acetyl]pyrrolidine-2-carboxylate
• CAS: 66449-90-9
• 化学式: C₁₆H₂₀N₂O₅
• 分子量: 320.345
• InChiKey: LYMTYKMJFYZNBN-ZDUSSCGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  84.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 21.0h， 生成 Z-甘氨酸-脯氨酸
  参考文献：
  名称：

  Synthesis and neuroprotective activity of analogues of glycyl-l-prolyl-l-glutamic acid (GPE) modified at the α-carboxylic acid

  摘要：

  The synthesis of nine GPE* analogues, wherein the alpha-carboxylic acid group of glutamic acid has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-L-proline 2 with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.005
• 作为产物：
  描述：

  L-脯氨酸 在 氯化亚砜 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 37.0h， 生成 (2S)-N-(N-Benzyloxycarbonylglycyl)proline methyl ester
  参考文献：
  名称：

  Synthesis and neuroprotective activity of analogues of glycyl-l-prolyl-l-glutamic acid (GPE) modified at the α-carboxylic acid

  摘要：

  The synthesis of nine GPE* analogues, wherein the alpha-carboxylic acid group of glutamic acid has been modified, is described by coupling readily accessible N-benzyloxycarbonyl-glycyl-L-proline 2 with various analogues of glutamic acid. Pharmacological evaluation of the novel compounds was undertaken to further understand the role of the glutamate residue on the observed neuroprotective properties of the endogenous tripeptide GPE. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.10.005

文献信息

• [EN] 1 -(CYCLOPENT-2-EN-1 -YL)-3-(2-HYDROXY-3-(ARYLSULFONYL)PHENYL)UREA DERIVATIVES AS CXCR2 INHIBITORS<br/>[FR] DÉRIVÉS DE 1-(CYCLOPENT-2-EN-1-YL)-3-(2-HYDROXY-3-(ARYLSULFONYL)PHÉNYL)-URÉE UTILISÉS COMME INHIBITEURS DE CXCR2
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2015181186A1

  公开（公告）日：2015-12-03

  The invention relates to 1-(3-sulfonylphenyl)-3-(cyclopent-2-en-1-yl)urea derivatives, and their use in treating or preventing diseases and conditions mediated by the CXCR2 receptor. In addition, the invention relates to compositions containing the derivatives and processes for their preparation.

  这项发明涉及1-(3-磺酰基苯基)-3-(环戊-2-烯-1-基)脲衍生物，以及它们在治疗或预防由CXCR2受体介导的疾病和症状中的应用。此外，该发明涉及含有这些衍生物的组合物和它们的制备方法。
• (2-cyano-2-oximinoacetyl)-amino acid derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US04963548A1

  公开（公告）日：1990-10-16

  Novel fungicidally active compounds of the formula ##STR1## in which R represents alkyl, cyanoalkyl or in each case optionally substituted alkenyl, alkinyl, cycloalkyl, cycloalkylalkyl or phenylalkyl, R.sup.1 represents the --OR.sup.2 or --NR.sup.3 R.sup.4 groups, and R.sup.3 and R.sup.4 have special special definitions.

  公式为##STR1##的新型具有杀真菌活性的化合物，其中R代表烷基，氰基烷基或在每种情况下可选地取代的烯基，炔基，环烷基，环烷基烷基或苯基烷基，R.sup.1代表--OR.sup.2或--NR.sup.3 R.sup.4基团，而R.sup.3和R.sup.4具有特殊的定义。
• Comparative Study of Selected Coupling Reagents in Dipeptide Synthesis
  作者：Joseph Dudash、Jianjun Jiang、Scott C. Mayer、Madeleine M. Joullié

  DOI：10.1080/00397919308009787

  日期：1993.2

  Abstract A comparative study of the effectiveness of selected coupling reagents in dipeptide synthesis was conducted. Included in the study were a new coupling reagent, pentafluorophenyl diphenylphosphinate (FDPP, 1), benzotriazol-1-yl-oxytris(dimethylamino) phosphonium hexafluorophosphate (BOP, 2), 2-(1H-benzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HBTU, 3), and isobutyl chloroformate

  摘要 对所选偶联试剂在二肽合成中的有效性进行了比较研究。研究中包括一种新的偶联试剂，五氟苯基二苯基次膦酸盐 (FDPP, 1)、苯并三唑-1-基-氧基三(二甲氨基) 六氟磷酸鏻(BOP, 2)、2-(1H-苯并三唑-1-基)-1， 1,3,3-四甲基六氟磷酸盐 (HBTU, 3) 和氯甲酸异丁酯 (IBCF, 4)。我们发现 BOP (2) 提供了最高的收率和最低的外消旋化限制。
• Lenman, Morag M.; Lewis, Arwel; Gani, David, Journal of the Chemical Society. Perkin transactions I, 1997, # 16, p. 2297 - 2311
  作者：Lenman, Morag M.、Lewis, Arwel、Gani, David

  DOI：——

  日期：——
• Lenman, Morag M.; Ingham, Scott L.; Gani, David, Journal of the Chemical Society. Chemical communications, 1996, # 1, p. 85 - 88
  作者：Lenman, Morag M.、Ingham, Scott L.、Gani, David

  DOI：——

  日期：——