4-(乙酰氨基)-N-[(1,1-二甲基乙氧基)羰基]-L-苯丙氨酸 | 114117-42-9

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 苯丙氨酸类衍生物
• 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
• 中文名称: 4-(乙酰氨基)-N-[(1,1-二甲基乙氧基)羰基]-L-苯丙氨酸
• 英文名称: N-Boc-L-p-acetylamido-phenylalanine
• 英文别名: (S)-3-(4-acetamidophenyl)-2-((tert-butoxycarbonyl)amino)propionic acid；(S)-3-(4-Acetamidophenyl)-2-((tert-butoxycarbonyl)amino)propanoic acid；(2S)-3-(4-acetamidophenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• CAS: 114117-42-9
• 化学式: C₁₆H₂₂N₂O₅
• 分子量: 322.361
• InChiKey: ZVPYVOLFCSHVSR-ZDUSSCGKSA-N

物化性质

• 沸点：
  564.9±50.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  4-(乙酰氨基)-N-[(1,1-二甲基乙氧基)羰基]-L-苯丙氨酸 在 盐酸 、 PS-carbodiimide resin 、 PS-DIEA resin 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.75h， 生成
  参考文献：
  名称：

  Polymer-Assisted Solution-Phase Library Synthesis and Crystal Structure of α-Ketothiazoles as Tissue Factor VIIa Inhibitors

  摘要：

  A solution-phase synthesis of an alpha-ketothiazole library of the general form D-Phe-L-AA-Arg-alpha-ketothiazole is described. The five-step synthesis is accomplished using a combination of polymeric reagents and polymer-assisted solution-phase purification concepts, including reactant-sequestering resins, reagent-sequestering resins, and tagged reagents. The multistep synthesis affords desired alpha-ketothiazole products in excellent purities and yields. A variety of L-amino acid inputs were used to probe the S-2 pocket of tissue Factor VIIa enzyme to influence both potency and selectivity. An X-ray crystal structure of compound 10k bound to the TF/ VIIa complex was obtained that explains the observed selectivity. The alpha-ketothiazoles were found to be potent, reversible-covalent inhibitors of tissue Factor VIIa, with some analogues demonstrating selectivity over thrombin.

  DOI：

  10.1021/jm030130t
• 作为产物：
  描述：

  乙酸-N-琥珀酰亚胺酯 、 Boc-4-氨基-L-苯丙氨酸 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 48.0h， 以49 mg的产率得到4-(乙酰氨基)-N-[(1,1-二甲基乙氧基)羰基]-L-苯丙氨酸
  参考文献：
  名称：

  Aminoacyl-tRNA Synthesis by a Resin-Immobilized Ribozyme

  摘要：

  We report herein a new method for the aminoacylation of tRNA, using a resin-immobilized ribozyme and the cyanomethyl ester (CME) of an amino acid substrate. The oxidized form of the ribozyme was immobilized on a hydrazine resin via covalent linkage. We performed aminoacylation of tRNAs using this ribozyme-resin to isolate aminoacyl-tRNAs. The column was recycled up to 5 times without significant activity loss. Thus, our ribozyme-based aminoacylation system has significant potential to be a powerful and practical technique for supplying various nonnatural aminoacyl-tRNAs for a highly efficient in vitro translation system.

  DOI：

  10.1021/ja025872a

文献信息

• [EN] COAGULATION FACTOR XIA INHIBITOR, PREPARATION METHOD THEREFOR AND USE THEREOF<br/>[FR] INHIBITEUR DU FACTEUR XIA DE COAGULATION, SON PROCÉDÉ DE PRÉPARATION ET SON UTILISATION<br/>[ZH] 凝血因子XIa抑制剂及其制备方法和应用
  申请人：SHANGHAI LEADINGTAC PHARMACEUTICAL CO LTD

  公开号：WO2022122035A1

  公开（公告）日：2022-06-16

  提供凝血因子XIa抑制剂、制备方法、药物组合物及其在预防或治疗FXIa活性相关疾病的应用。具体而言，提供式Ⅰ所示的酰胺类衍生物、其制备方法、含有该衍生物的药物组合物及其作为治疗剂在制备预防或治疗血栓栓塞性疾病的药物的应用。所述的式Ⅰ化合物能够显著地抑制FXIa的活性，且具有较大的治疗安全窗。所述式Ⅰ中的各取代基如说明书中所定义。
• Identification of potent phenyl imidazoles as opioid receptor agonists
  作者：Henry J. Breslin、Chaozhong Cai、Tamara A. Miskowski、Santosh V. Coutinho、Sui-Po Zhang、Pamela Hornby、Wei He

  DOI：10.1016/j.bmcl.2006.01.082

  日期：2006.5

  Using previously reported opioid receptor (OR) agonist analogs 4a-c as starting points, the structure-activity relationship (SAR) for their related series has been further refined. This SAR Study has led to the identification of 2,6-di-Me-Tyr (DMT) analogs 4h and 4j as the most potent OR agonist within the series. in addition, it was discovered that 4-(aminocarbonyl)-2,6-dimethyl-Phe is a reasonable bioisostere surrogate for the DMT moiety, as supported by the OR activities Of Compounds 4x and 4y. (C) 2006 Elsevier Ltd. All rights reserved.