2-amino-2-benzylbut-3-enoic acid | 152774-49-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-amino-2-benzylbut-3-enoic acid
• 英文别名: α-Vinylphenylalanine；α-vinyl phenylalanine
• CAS: 152774-49-7
• 化学式: C₁₁H₁₃NO₂
• 分子量: 191.23
• InChiKey: ZQTHWTQTYLPKAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  349.2±30.0 °C(Predicted)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-2-benzylbut-3-enoic acid 在 4-二甲氨基吡啶 、 二甲基硫 、 臭氧 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 3.5h， 生成 (+/-)-Benzyl N-(benzyloxycarbonyl)-2-aminomalonate semialdehyde
  参考文献：
  名称：

  Simultaneous Amino and Carboxyl Group Protection for .alpha.-Branched Amino Acids

  摘要：

  DOI：

  10.1021/jo00097a064
• 作为产物：
  描述：

  苯甲酰-DL-苯丙氨酸 在 盐酸 、 potassium fluoride 、 水 、 氢气 、 乙酸酐 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 2-amino-2-benzylbut-3-enoic acid
  参考文献：
  名称：

  Alkynyliodonium Salt Mediated Alkynylation of Azlactones: Fast Access to C^α-Tetrasubstituted α-Amino Acid Derivatives

  摘要：

  An efficient electrophilic alkynylation of azlactones (oxazol-5(4H)-ones) is developed using alkynyl(phenyl)iodonium salts as the electrophilic alkyne source. After remarkably short reaction times, the desired alkyne functionalized azlactones are obtained in 60-97% yield and can be transformed easily into a variety of quaternary alpha-amino acid derivatives.

  DOI：

  10.1021/ol500053c

文献信息

• Renal-selective prodrugs for control of renal sympathetic nerve activity in the treatment of hypertension
  申请人：G.D. Searle & Co.

  公开号：US20030220521A1

  公开（公告）日：2003-11-27

  Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as dopa-decarboxylase inhibitors, or as dopamine-&bgr;-hydroxylase inhibitors. These inhibitor compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kidney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-&bgr;-hydroxylase inhibitors, of which N-acetyl-&ggr;-glutamyl fusaric acid hydrazide (shown below) is preferred. 1

  本文描述了一种肾选择性的前药，其在肾脏中优先转化为能够抑制参与肾交感神经活动的儿茶酚型神经递质合成的化合物。本文所描述的前药来源于能够抑制儿茶酚合成中的一个或多个酶的抑制剂化合物，这些化合物可分类为酪氨酸羟化酶抑制剂，多巴脱羧酶抑制剂或多巴胺-&bgr;-羟化酶抑制剂。这些抑制剂化合物通过可被肾脏中大量存在的酶选择性识别的可裂解键与化学基团（如谷氨酸衍生物）连接。释放的抑制剂化合物然后可在肾脏中用于抑制儿茶酚合成中的一个或多个酶。抑制肾脏儿茶酚合成可抑制与钠潴留相关的疾病（如高血压）相关的增强肾脏神经活动。特别感兴趣的共轭物是多巴胺-&bgr;-羟化酶抑制剂的谷氨酰衍生物，其中N-乙酰-&ggr;-谷氨酰富萨酸肼（如下图所示）是首选。1
• Renal-selective prodrugs for control of renal smpathetic nerve activity in the treatment of hypertension
  申请人：G.D. Searle & Co.

  公开号：US20040101523A1

  公开（公告）日：2004-05-27

  Renal-selective prodrugs are described which are preferentially converted in the kidney to compounds capable of inhibiting synthesis of catecholamine-type neurotransmitters involved in renal sympathetic nerve activity. The prodrugs described herein are derived from inhibitor compounds capable of inhibiting one or more of the enzymes involved in catecholamine synthesis, such compounds being classifiable as tyrosine hydroxylase inhibitors, or as dopa-decarboxylase inhibitors, or as dopamine-&bgr;-hydroxylase inhibitors. These inhibitor compounds are linked to a chemical moiety, such as a glutamic acid derivative, by a cleavable bond which is recognized selectively by enzymes located predominantly in the kidney. The liberated inhibitor compound is then available in the kidney to inhibit one or more of the enzymes involved in catecholamine synthesis. Inhibition of renal catecholamine synthesis can suppress heightened renal nerve activity associated with sodium-retention related disorders such as hypertension. Conjugates of particular interest are glutamyl derivatives of dopamine-&bgr;-hydroxylase inhibitors, of which N-acetyl-&ggr;-glutamyl fusaric acid hydrazide (shown below) is preferred. 1

  本文描述了肾脏选择性前药，这些前药被优先转化为能够抑制与肾脏交感神经活动相关的儿茶酚类神经递质合成的化合物。所述前药源自能够抑制儿茶酚类合成中涉及的一个或多个酶的抑制剂化合物，这些化合物可分类为酪氨酸羟化酶抑制剂，或多巴脱羧酶抑制剂，或是多巴胺-β-羟化酶抑制剂。这些抑制剂化合物与化学基团（例如谷氨酸衍生物）通过可被肾脏内的酶特异性识别的可切断键连接。被释放的抑制剂化合物随后可在肾脏中抑制一个或多个涉及儿茶酚类合成的酶。抑制肾脏儿茶酚类合成可以抑制与钠潴留相关的疾病（如高血压）所伴随的过度肾脏神经活动。特别感兴趣的结合物是多巴胺-β-羟化酶抑制剂的谷氨酰衍生物，其中N-乙酰-γ-谷氨酰菌核酸酸肼（如下图所示）是首选。1
• Non-Newtonian photo-curable ink composition
  申请人：Hewlett-Packard Development Company, L.P.

  公开号：US10208220B2

  公开（公告）日：2019-02-19

  A non-Newtonian photo-curable ink composition that includes a polymerizable FMOC material in an amount ranging from about 2 wt % to about 20 wt % by total weight of the ink composition, a photo-initiator, an organic solvent and water, wherein the ink composition has a first dynamic viscosity ranging from 25 cps to 10,000 cps at a first state and a second dynamic viscosity ranging from 1 cps to 50 cps at a second state. Also described herein is a method for making such non-Newtonian photo-curable ink composition and a method for producing printed images using such non-Newtonian photo-curable ink composition.

  一种非牛顿型光固化油墨组合物，包括一种可聚合的 FMOC 材料（按油墨组合物总重量计，其用量从约 2 wt % 到约 20 wt %）、一种光引发剂、一种有机溶剂和水，其中该油墨组合物在第一状态下具有 25 cps 到 10,000 cps 的第一动态粘度，在第二状态下具有 1 cps 到 50 cps 的第二动态粘度。本文还描述了制造这种非牛顿光固化油墨组合物的方法和使用这种非牛顿光固化油墨组合物生产印刷图像的方法。
• Pedersen, Michelle L.; Berkowitz, David B., Journal of Organic Chemistry, 1993, vol. 58, # 25, p. 6965 - 6975
  作者：Pedersen, Michelle L.、Berkowitz, David B.

  DOI：——

  日期：——
• RENAL-SELECTIVE PRODRUGS FOR THE TREATMENT OF HYPERTENSION
  申请人：G.D. Searle & Co.

  公开号：EP0484437A1

  公开（公告）日：1992-05-13