(S)-Phenyllactamide | 69897-47-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (S)-Phenyllactamide
• 英文别名: (S)-2-hydroxy-3-phenyl-propionamide；(S)-2-hydroxy-3-phenylpropanamide；(S)-2-hydroxy-3-phenyl-propionic acid amide；(S)-2-Hydroxy-3-phenyl-propionsaeure-amid；L-2-Hydroxy-3-phenyl-propionsaeure-amid；(2S)-2-hydroxy-3-phenylpropanamide
• CAS: 69897-47-8
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: MGFFSFXUXCGTSF-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (S)-Phenyllactamide 在 dimethylsulfide borane complex 作用下， 以 四氢呋喃 为溶剂， 以81 %的产率得到(2S)-1-氨基-3-苯基丙烷-2-醇
  参考文献：
  名称：

  [EN] NICOTINAMIDE RIPK1 INHIBITORS
  [FR] INHIBITEURS DE NICOTINAMIDE RIPK1

  摘要：

  Provided herein are compounds of Formula (I) and pharmaceutically acceptable salts thereof, useful as RIPK1 inhibitors, and pharmaceutical compositions comprising same. Further provided are methods of use and preparation. (I)

  公开号：

  WO2023018643A1
• 作为产物：
  描述：

  L-(-)-3-苯基乳酸 在 氯化亚砜 、 氨 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 (S)-Phenyllactamide
  参考文献：
  名称：

  Synthesis of Peptidosulfinamides and Peptidosulfonamides: Peptidomimetics Containing the Sulfinamide or Sulfonamide Transition-State Isostere

  摘要：

  Synthetic routes are described toward the preparation of alpha- as well as beta-substituted aminoethanesulfinyl chlorides, starting from either an aldehyde or from an amino acid derivative. The sulfinyl chlorides are used as building blocks for the preparation of homochiral alpha- or beta- substituted sulfinamide and sulfonamide transition-state isosteres. The methodology has been applied to the synthesis of peptidosulfonamide peptidomimetics such as a hapten needed for the generation of antibodies and potential HIV protease inhibitors. In addition, the beta-substituted aminoethanesulfinyl chlorides were used as building blocks for the preparation of a tetrapeptidosulfonamide, which can be considered as a biopolymer mimetic, employing a repetition of a cycle of three reactions: coupling of the sulfinyl chloride to the N-terminus of the growing peptidosulfonamide, oxidation to the sulfonamide, and deprotection of the N-terminus.

  DOI：

  10.1021/jo00121a038

文献信息

• [EN] MU OPIOID RECEPTOR LIGANDS: METHODS OF USE AND SYNTHESIS<br/>[FR] LIGANDS DE RECEPTEUR OPIOIDE MU: PROCEDES D'UTILISATION ET DE SYNTHESE
  申请人：HARVARD COLLEGE

  公开号：WO2004033414A1

  公开（公告）日：2004-04-22

  Peptidomimetic compounds derived from aralkyl substitued 8-amino-3,7- or 3,6-dihydroxy alkenoic or alkanoic acids and compositions including those compounds, as well as methods of using and making the compounds are herein described. The compounds are useful in therapeutic applications, including modulation of disease symptoms in a subject (e.g., mammal, human, dog, cat, horse). The compounds are useful as modulators of the mu opioid receptor (MOR) through their binding affinity with that receptor.

  本文描述了从芳基取代的8-氨基-3,7-或3,6-二羟基烯酸或烷酸衍生的肽类模拟化合物，以及包括这些化合物的组合物，以及使用和制备这些化合物的方法。这些化合物在治疗应用中很有用，包括调节受试者（例如，哺乳动物、人类、狗、猫、马）的疾病症状。这些化合物通过它们与μ阿片受体（MOR）的结合亲和力在调节MOR方面很有用。
• MOLECULES HAVEING PESTICIDAL UTILIY AND INTERMEDIATES, COMPOSITIONS AND PROCESSES RELATED THERETO
  申请人：Dow AgroSciences LLC

  公开号：US20180098541A1

  公开（公告）日：2018-04-12

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的杀虫性的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫组合物，以及使用这种杀虫组合物对这些害虫进行处理的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• Chemistry of the mycalamides: antiviral and antitumour compounds from a New Zealand marine sponge. Part 6.1–3 The synthesis and testing of analogues of the C(7)–C(10) fragment
  作者：Andrew D. Abell、John W. Blunt、Glenn J. Foulds、Murray H. G. Munro

  DOI：10.1039/a608168a

  日期：——

  The key structural features associated with the potent cytotoxicity observed in the mycalamide, onnamide, pederin and theopederin series have been defined on the basis of structure–activity studies. A model pharmacophore structure has been proposed and selected examples, with modest bioactivity, synthesized.

  与蓝藻肽、奧纳酰胺、佩德肽和茶佩德肽系列中观察到的高效细胞毒性相关的主要结构特征，是基于构效研究来确定的。提出了一种模型药效团结构，并合成了一些具有适度生物活性的代表性例子。
• Synthesis of α-Hydroxycarboxylic Acid Anilides via Copper-Catalyzed C–N Coupling of α-Hydroxyamides with Aryl Halides
  作者：Qingle Zeng、Zhijie Li、Quan Wen、Lihong Zhou、Xingmei Deng

  DOI：10.1055/s-0035-1560473

  日期：——

  α-hydroxycarboxylic acid anilides via copper-catalyzed chemoselective C–N coupling reactions of α-hydroxyamides and aryl halides is described. This highly selective N-arylation process demonstrates wide substrate scope, cost savings and easy operation. In addition, the chirality of l-3-phenyllactamide is preserved during the reaction. The synthesis of highly important α-hydroxycarboxylic acid anilides via copper-catalyzed

  摘要 描述了通过铜催化的α-羟基酰胺与芳基卤化物的化学选择性C-N偶联反应合成高度重要的α-羟基羧酸酐。这种高度选择性的N型芳构化工艺证明了广泛的基板范围，节省了成本并且易于操作。另外，手性升-3- phenyllactamide在反应过程中被保留。 描述了通过铜催化的α-羟基酰胺与芳基卤化物的化学选择性C-N偶联反应合成高度重要的α-羟基羧酸酐。这种高度选择性的N型芳构化工艺证明了广泛的基板范围，节省了成本并且易于操作。另外，手性升-3- phenyllactamide在反应过程中被保留。
• Optical activity of lactones and lactams—II
  作者：T. Połoński

  DOI：10.1016/s0040-4020(01)91556-x

  日期：1983.1

  Several optically active 4-oxazolidinones were obtained from amides or N-methylamides of corresponding α-hydroxy acids. The influence of solvent and substituent on their CD was studied. The predominance of the envelope conformation was established for these compounds, the degree of puckering being enhanced by polar solvents. The folded form with the aromatic ring facing the oxazolidinone ring was observed

  从相应的α-羟基酸的酰胺或N-甲基酰胺获得几种旋光的4-恶唑烷酮。研究了溶剂和取代基对其CD的影响。对于这些化合物，确立了包膜构型的优势，通过极性溶剂提高了起皱的程度。对于5-苄基取代的恶唑烷酮衍生物，观察到具有芳环面对恶唑烷酮环的折叠形式。