N-(tert-butoxycarbonyl)-N-phenethylglycine | 172834-25-2

• 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: N-(tert-butoxycarbonyl)-N-phenethylglycine
• 英文别名: N-Boc-N-(2-phenylethyl)glycine；2-[(2-methylpropan-2-yl)oxycarbonyl-(2-phenylethyl)amino]acetic acid
• CAS: 172834-25-2
• 化学式: C₁₅H₂₁NO₄
• 分子量: 279.336
• InChiKey: ZRHNALVSXAVNMX-UHFFFAOYSA-N

物化性质

• 沸点：
  423.8±34.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(tert-butoxycarbonyl)-N-phenethylglycine 在 吡啶 、 咪唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 、 三氟乙酸 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 3.25h， 生成 1-{[(2-phenylethyl)amino]acetyl}-2-pyrrolidinecarbonitrile
  参考文献：
  名称：

  Fluoro-Olefins as Peptidomimetic Inhibitors of Dipeptidyl Peptidases

  摘要：

  The feasibility of the fluoro-olefin function as a peptidomimetic group in inhibitors for dipeptidyl peptidase IV and II (DPP IV and DPP II) is investigated by evaluation of N-substituted Gly-Psi[CF=C]pyrrolidines, Gly-Psi[CF=C]piperldines, and Gly-Psi[CF=C](2-cyano)pyrrolidines. Of this later class, the (Z)- and (E)-fluoro-olefin analogues were prepared and chemical stability in comparison with the parent amide was checked. Most of these compounds exhibited a strong binding preference toward DPP II with IC50 values in the low micromolar range, while only low DPP IV inhibitory potential is seen.

  DOI：

  10.1021/jm0495982
• 作为产物：
  描述：

  N-(t-butoxycarbonyl)phenethylamine 在 氢氧化钾 、 正丁基锂 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.08h， 生成 N-(tert-butoxycarbonyl)-N-phenethylglycine
  参考文献：
  名称：

  Fluoro-Olefins as Peptidomimetic Inhibitors of Dipeptidyl Peptidases

  摘要：

  The feasibility of the fluoro-olefin function as a peptidomimetic group in inhibitors for dipeptidyl peptidase IV and II (DPP IV and DPP II) is investigated by evaluation of N-substituted Gly-Psi[CF=C]pyrrolidines, Gly-Psi[CF=C]piperldines, and Gly-Psi[CF=C](2-cyano)pyrrolidines. Of this later class, the (Z)- and (E)-fluoro-olefin analogues were prepared and chemical stability in comparison with the parent amide was checked. Most of these compounds exhibited a strong binding preference toward DPP II with IC50 values in the low micromolar range, while only low DPP IV inhibitory potential is seen.

  DOI：

  10.1021/jm0495982

文献信息

• [EN] EFFLUX PUMP INHIBITORS<br/>[FR] INHIBITEURS DE POMPE D'ECOULEMENT
  申请人：MICROCIDE PHARMACEUTICALS, INC.

  公开号：WO1999037667A1

  公开（公告）日：1999-07-29

  (EN) Compounds are described which have efflux pump inhibitor activity. Also described are methods of using such efflux pump inhibitor compounds and pharmaceutical compositions which include such compounds.(FR) L'invention concerne des composés présentant une activité d'inhibiteur de pompe d'écoulement. L'invention concerne également des méthodes d'utilisation de ces composés inhibiteurs et des compositions pharmaceutiques renfermant de tels composés.

  （中文翻译）描述了具有外排泵抑制剂活性的化合物。还描述了使用这种外排泵抑制剂化合物的方法和包括这种化合物的药物组合物。
• HCV NS-3 Serine Protease Inhibitors
  申请人：Rosenquist Asa

  公开号：US20100003216A1

  公开（公告）日：2010-01-07

  Compounds of the formula where the variables are as defined in the specification inhibit the NS3 protease of flavivirus sych as hepatitis C virus (HCV). The compounds comprise a novel linkage between a heterocyclic P2 unit and those portions of the inhibitor more distal to the nominal cleavage site of the native substrate, which linkage reverses the orientation of peptidic bonds on the distal side relative to those proximal to the cleavage site.

  式中的变量如规范中所定义，可以抑制黄热病病毒(NS3蛋白酶)等黄病毒的蛋白酶，如丙型肝炎病毒(HCV)。这些化合物包括一个新的链接，连接一个杂环P2单位和那些离原生底物的名义剪切位点更远的抑制剂部位，该链接将离剪切位点远侧的肽键的方向与靠近剪切位点的肽键的方向相反。
• Method for eliciting an &agr;v&bgr;5 or dual &agr;v&bgr;3/&agr;v&bgr;5 antagonizing effect
  申请人：Merck & Co., Inc.

  公开号：US06294549B1

  公开（公告）日：2001-09-25

  A method for eliciting an &agr;v&bgr;5 or dual &agr;v&bgr;3/&agr;v&bgr;5 antagonizing effect in a mammal which comprises administering to the mammal a therapeutically effective amount of a compound of the formula which are useful for inhibiting restenosis, angiogenesis, atherosclerosis, diabetic retinopathy, macular degeneration, inflammation or tumor growth.

  一种诱导哺乳动物体内出现αvβ5或双重αvβ3/αvβ5拮抗作用的方法，包括向哺乳动物体内投入一种化合物的治疗有效量，该化合物的公式有助于抑制再狭窄、血管生成、动脉硬化、糖尿病视网膜病变、黄斑变性、炎症或肿瘤生长。
• Hcv ns-3 serine protease inhibitors
  申请人：Rosenquist Asa

  公开号：US20070161574A1

  公开（公告）日：2007-07-12

  Compounds of the formula where the variables are as defined in the specification inhibit the NS3 protease of flavivirus such as hepatitis C virus (HCV). The compounds comprise a novel linkage between a heterocyclic P2 unit and those portions of the inhibitor more distal to the nominal cleavage site of the native substrate, which linkage reverses the orientation of peptidic bonds on the distal side relative to those proximal to the cleavage site.

  式子中的变量如规范所定义，能够抑制类黄病毒的NS3蛋白酶，例如丙型肝炎病毒（HCV）。这些化合物包括一种新颖的连接方式，连接了一个杂环P2单元和抑制剂更远离天然底物裂解位点的部分，该连接方式反转了远离裂解位点的肽键方向相对于靠近裂解位点的肽键方向。
• Integrin receptor antagonists
  申请人：Merck & Co., Inc.

  公开号：US05952306A1

  公开（公告）日：1999-09-14

  Fibrinogen receptor antagonists having the formula ##STR1## for example ##STR2## which are useful for inhibiting the binding of fibrinogen to blood platelets and for inhibiting the aggregation of blood platelets.

  具有以下公式的纤维蛋白原受体拮抗剂 ##STR1## 例如 ##STR2##，对于抑制纤维蛋白原与血小板的结合和抑制血小板聚集是有用的。