allyl-2-(methylamino)acetate | 1264243-47-1

• 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: allyl-2-(methylamino)acetate
• 英文别名: Sarcosine allyl ester；Glycine, N-methyl-, 2-propen-1-yl ester；prop-2-enyl 2-(methylamino)acetate
• CAS: 1264243-47-1
• 化学式: C₆H₁₁NO₂
• mdl: MFCD19223379
• 分子量: 129.159
• InChiKey: UJMGWXZOTGYCCM-UHFFFAOYSA-N

物化性质

• 沸点：
  168.3±23.0 °C(Predicted)
• 密度：
  0.956±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  allyl-2-(methylamino)acetate 在 盐酸 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 生成 C₁₀H₁₈N₂O₄
  参考文献：
  名称：

  改善了抗生素A54145B的总合成。

  摘要：

  A54145B是一种钙依赖性环脂肽肽抗生素，对革兰氏阳性病原体具有活性。在本文中，我们报告了在产量和所需时间方面朝A54145B改进的合成路线。关键的变化包括使用预组装的极简四肽构建基块来解决我们以前的合成路线中难以进行的树脂上酯化反应，以及使用新的大环化位点来避免肽的自我裂解问题。

  DOI：

  10.1039/d0ob00558d
• 作为产物：
  描述：

  allyl 2-((tert-butoxycarbonyl)(methyl)amino)acetate 在 三氟乙酸 作用下， 反应 1.0h， 生成 allyl-2-(methylamino)acetate
  参考文献：
  名称：

  改善了抗生素A54145B的总合成。

  摘要：

  A54145B是一种钙依赖性环脂肽肽抗生素，对革兰氏阳性病原体具有活性。在本文中，我们报告了在产量和所需时间方面朝A54145B改进的合成路线。关键的变化包括使用预组装的极简四肽构建基块来解决我们以前的合成路线中难以进行的树脂上酯化反应，以及使用新的大环化位点来避免肽的自我裂解问题。

  DOI：

  10.1039/d0ob00558d

文献信息

• Efficient Amide Bond Formation through a Rapid and Strong Activation of Carboxylic Acids in a Microflow Reactor
  作者：Shinichiro Fuse、Yuto Mifune、Takashi Takahashi

  DOI：10.1002/anie.201307987

  日期：2014.1.13

  The development of highly efficient amide bond forming methods which are devoid of side reactions, including epimerization, is important, and such a method is described herein and is based on the concept of rapid and strong activation of carboxylic acids. Various carboxylic acids are rapidly (0.5 s) converted into highly active species, derived from the inexpensive and less‐toxic solid triphosgene

  开发没有副反应（包括差向异构化）的高效酰胺键形成方法很重要，本文描述了这种方法并且基于羧酸的快速和强活化的概念。各种羧酸快速（0.5 秒）转化为高活性物质，源自廉价且毒性较低的固体三光气，然后快速（4.3 秒）与各种胺反应以高产率（74 %-定量）提供所需的肽.) 没有明显的差向异构化 (≤3%)。我们的工艺可以在环境温度下进行，并且只有 CO 2生成二异丙基乙胺的盐酸盐。在肽合成的悠久历史中，大量的活性偶联剂已被废弃，因为生成的高活性亲电子物质通常容易发生副反应，例如差向异构化。这里提出的概念应该重新引起人们对使用这些试剂的兴趣。
• [EN] CONFORMATIONALLY CONSTRAINED, FULLY SYNTHETIC MACROCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS MACROCYCLIQUES ENTIÈREMENT SYNTHÉTIQUES, À CONFORMATION CONTRAINTE
  申请人：POLYPHOR AG

  公开号：WO2011015241A1

  公开（公告）日：2011-02-10

  Conformationally restricted, spatially defined 12-30 membered macrocyclic ring systems of type (I) are constituted by three distinct building blocks: an aromatic template a, a conformation modulator b and a spacer moiety c as detailed in the description and the claims. Macrocycles of type (I) are readily manufactured by parallel synthesis or combinatorial chemistry. They are designed to interact with specific biological targets. In particular, they show agonistic or antagonistic activity on the motilin receptor (MR receptor), on the serotonin receptor of subtype 5-HT2B (5-HT2B receptor), and on the prostaglandin F2 • receptor (FP receptor). They are thus potentially useful for the treatment of hypomotility disorders of the gastrointestinal tract such as diabetic gastroparesis and constipation type irritable bowl syndrome; of CNS related diseases like migraine, schizophrenia, psychosis or depression; of ocular hypertension such as associated with glaucoma and preterm labour.

  构象受限、空间定义的12-30元大环环系统(I型)由三个不同的构建模块组成：芳香模板a、构象调节剂b和间隔基团c，详细描述在说明书和专利要求中。I型大环可通过并行合成或组合化学方法轻松制备。它们设计用于与特定生物靶点相互作用。特别是，它们在胃动素受体(MR受体)、5-羟色胺受体亚型5-HT2B(5-HT2B受体)和前列腺素F2•受体(FP受体)上显示激动或拮抗活性。因此，它们潜在用于治疗胃肠道低动力障碍，如糖尿病性胃轻瘫和便秘型肠易激综合征；中枢神经系统相关疾病，如偏头痛、精神分裂症、精神病或抑郁症；眼压增高，如青光眼和早产。
• CONFORMATIONALLY CONSTRAINED, FULLY SYNTHETIC MACROCYCLIC COMPOUNDS
  申请人：Obrecht Daniel

  公开号：US20120270881A1

  公开（公告）日：2012-10-25

  Conformationally restricted, spatially defined 12-30 membered macrocyclic ring systems of formulae Ia and Ib are constituted by three distinct molecular parts: Template A, conformation Modulator B and Bridge C. These macrocycles Ia and Ib are readily manufactured by parallel synthesis or combinatorial chemistry in solution or on solid phase. They are designed to interact with a variety of specific biological target classes, examples being the agonistic or antagonistic activity on G-protein coupled receptors (GPCRs), ion channels and signal transduction pathways. In particular, these macrocycles act as antagonists of the motilin receptor, the FP receptor and the purinergic receptors P2Y 1 , as modulators of the serotonin receptor of subtype 5-HT 2B , as blockers of the voltage-gated potassium channel K v 1.3 and as inhibitors of the β-catenin-dependent “canonical” Wnt pathway. Thus they are showing great potential as medicaments for a variety of diseases.

  具有结构限制的、空间定义的12-30环的大环系统Ia和Ib由三个不同的分子部分构成：模板A、构象调节剂B和桥C。这些大环Ia和Ib可以通过并行合成或溶液中或固相上的组合化学来轻松制备。它们被设计用于与各种特定的生物靶标类相互作用，例如对G蛋白偶联受体（GPCRs）、离子通道和信号转导途径的激动或拮抗活性。特别地，这些大环作为莫蒂林受体的拮抗剂、FP受体和嘌呤受体P2Y1的调节剂、5-HT2B亚型的5-羟色胺受体的调节剂、电压门控钾通道Kv1.3的阻断剂以及β-连环蛋白依赖的“经典”Wnt途径的抑制剂。因此，它们显示出作为各种疾病药物的巨大潜力。
• Flash vacuum thermolysis of oxazolidines: A new way to reactive azomethine ylides. Regio and stereospecific synthesis of substituted pyrrolidines.
  作者：Marc Joucla、Jacques Mortier

  DOI：10.1016/s0040-4039(00)96258-0

  日期：——

  Flash vacuum thermolysis of oxazolidines leads to azomethine ylides trapped by an intramolecular 1,3-dipolar cycloaddition reaction which occured only in the gas phase.

  恶唑烷的快速真空热解导致仅在气相中发生的分子内1，3-偶极环加成反应捕获的甲亚胺基团。
• Suspension polymerization process
  申请人：Yoon Hichang

  公开号：US20070149652A1

  公开（公告）日：2007-06-28

  The present invention is a method of making polymeric particles having a predetermined and controlled size and size distribution. The method includes dissolving a polymer in a solvent to form a solution wherein the solvent is substantially immiscible with water. A suspension of small droplets of the solution is formed in water containing a water soluble promoter and a stabilizer comprising a surfactant free copolymer by high shear agitation. The stabilizer includes (i) about 55 to about 95 percent by weight, based on total monomer weight, of an addition polymerizable p-tert-butyl styrene and/or (ii) about 5 to about 45 percent by weight, based on total monomer weight, of an addition polymerizable ionic monomer. The solvent is removed from the droplets and the solidified polymer particles are separated from the water. The present invention as provides polymer particles having a core of polymer coated with a layer of smaller particles of a copolymer of the stabilizer described in the method.

  本发明是一种制备具有预定和可控尺寸及尺寸分布的聚合物颗粒的方法。该方法包括将聚合物溶解在溶剂中，形成一种溶液，其中该溶剂与水基本不相溶。通过高剪切搅拌，在含有水溶性促进剂和稳定剂的水中形成溶液的小液滴悬浮液。稳定剂包括（i）大约55至大约95重量％，基于总单体重量，添加可聚合的对叔丁基苯乙烯和/或（ii）大约5至大约45重量％，基于总单体重量，添加可聚合的离子单体。从液滴中去除溶剂，将固化的聚合物颗粒与水分离。本发明还提供了具有聚合物核心和包覆有所述方法中稳定剂的共聚物较小颗粒层的聚合物颗粒。