(S)-3,4-dihydroxybutyramide | 126495-84-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (S)-3,4-dihydroxybutyramide
• 英文别名: (S)3,4-Dihydroxy-1-butylamide；(S)-3, 4-dihydroxybutyramide；(S)-3,4-dihydroxy-butyramide；3.4-dihydroxybutyramide；(S)-3,4-Dihydroxybutanamide；(3S)-3,4-dihydroxybutanamide
• CAS: 126495-84-9
• 化学式: C₄H₉NO₃
• 分子量: 119.12
• InChiKey: WPOHUQOEJUSLGO-VKHMYHEASA-N

物化性质

• 沸点：
  471.9±35.0 °C(Predicted)
• 密度：
  1.312±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3,4-dihydroxybutyramide 在 三苯基氯甲烷 作用下， 以 四氢呋喃 、 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 (S)-3-hydroxy-4-triphenylmethoxybutanamide
  参考文献：
  名称：

  [EN] PROCESS FOR THE PREPARATION OF OXAZOLIDINONES AND METHOD OF USE THEREOF
  [FR] PROCEDE POUR L'ELABORATION D'OXAZOLIDINONES ET PROCEDE D'UTILISATION CORRESPONDANT

  摘要：

  公开号：

  WO2003106413A3
• 作为产物：
  描述：

  (S)-(-)-β-羟基-γ-丁内酯 在 ammonium hydroxide 作用下， 生成 (S)-3,4-dihydroxybutyramide
  参考文献：
  名称：

  碳水化合物衍生物的新合成手性1,3-氧杂嗪酮-2-酮

  摘要：

  手性的1，3-恶二酮-2-酮是合成药物化合物和氨基醇的有用中间体。在本文中，我们报告了一种从碳水化合物衍生物中合成手性6-羟甲基1,3-恶二嗪-2-酮及其类似物的新方法。合成是通过光学纯的3-羟基-γ-丁内酯与伯胺反应生成酰胺，将其还原并羰基化得到所需化合物类别。

  DOI：

  10.1021/jo040224q

文献信息

• Gold(I)-catalyzed, one-pot, oxidative formation of 2,4-disubstituted thiazoles: Application to the synthesis of a pateamine-related macrodiolide
  作者：Tao Xu、Claire Cuyamendous、Sarah L. Brown、Sarah K. Andreassend、Hemi Cumming、Gary B. Evans、Paul H. Teesdale-Spittle、Joanne E. Harvey

  DOI：10.1016/j.tet.2021.132109

  日期：2021.5

  Thiazoles are important heterocyclic motifs in many target molecules. Extension of a reported gold(I)-catalyzed oxidative coupling of alkynes and thioamides to the synthesis of functionalized thiazole-containing products is presented, including the compatibility of this reaction with ester, protected hydroxyl, alkene and thioether groups. The utility of this one-pot process is demonstrated in the preparation

  噻唑是许多靶分子中重要的杂环基序。提出了已报道的炔烃和硫代酰胺的金（I）催化的氧化偶联至官能化的含噻唑产物的合成，包括该反应与酯，被保护的羟基，烯烃和硫醚基团的相容性。一锅法的实用性在制备简化的帕他命A类似物的含噻唑的大环氧化物中得到了证明。
• 5-trityloxymethyl-oxazolidinones and process for the preparation thereof
  申请人：Board of Trustees operating Michigan State University

  公开号：US06288239B1

  公开（公告）日：2001-09-11

  A method for preparing protected, preferably chiral, 5-trityloxymethyl-oxazolidinone in one step directly from optically active 3-hydroxy-4-trityloxy butyramide is described. Oxazolidinones are an important class of molecules in the pharmaceutical industry especially in the areas of antimicrobials and behavioral disorders.

  本文描述了一种从光学活性的3-羟基-4-三苄氧基丁酰胺直接制备保护的、优选手性的5-三苄氧甲基-噁唑烷酮的方法。噁唑烷酮是制药工业中重要的分子类别，特别是在抗微生物和行为障碍领域。
• [EN] FUSED QUADRACYCLIC COMPOUNDS, COMPOSITIONS AND USES THEREOF<br/>[FR] COMPOSÉS QUADRACYCLIQUES FUSIONNÉS, COMPOSITIONS ET LEURS UTILISATIONS
  申请人：TABOMEDEX BIOSCIENCES INC

  公开号：WO2022150707A1

  公开（公告）日：2022-07-14

  Provided herein are substituted fused quadracyclic compounds useful as inhibitors of MK2. The invention further provides pharmaceutical compositions of the compounds of the invention. The invention also provides medical uses of substituted fused quadracyclic compounds.

  本发明提供了用作MK2抑制剂的取代融合四环化合物。该发明还提供了该化合物的制药组合物。该发明还提供了取代融合四环化合物的医药用途。
• Direct Conversion of (<i>S</i>)-3-Hydroxy-γ-butyrolactone to Chiral Three-Carbon Building Blocks
  作者：Guijun Wang、Rawle I. Hollingsworth

  DOI：10.1021/jo9818226

  日期：1999.2.1
• A simple three-step method for preparing homochiral 5-trityloxymethyl-2-oxazolidinones from optically active 3-hydroxy-γ-butyrolactones
  作者：Guijun Wang、Rawle I Hollingsworth

  DOI：10.1016/s0957-4166(00)00438-9

  日期：2000.11

  A simple high-yield three-step route to O-tritylated optically active 5-hydroxymethyl oxazolidinones from optically active 3-hydroxy-gamma -butyrolactones is described. The key intermediate is the 4-O-trityl ether of homochiral 3,4-dihydroxybutyramide, which is obtained in quantitative yield from 3-hydroxy-gamma -butyrolactone by treatment with ammonia. It is readily transformed to the oxazolidinone by Hoffmann rearrangement in a two-phase system. The carbonyl group in the oxazolidinone is derived from C-l of the amide, and a separate carbonylation reaction is not required. Oxazolidinones are key compounds in drug synthesis especially in the areas of antibacterials and behavior disorder therapy. (C) 2000 Elsevier Science Ltd. All rights reserved.