(S)-5,5-dimethyl-4-iso-propyl-3-[3'-(N,N-dibenzylamino)propanoyl]oxazolidin-2-one | 827026-62-0

• 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: (S)-5,5-dimethyl-4-iso-propyl-3-[3'-(N,N-dibenzylamino)propanoyl]oxazolidin-2-one
• 英文别名: (S)-3-(3-(dibenzylamino)propanoyl)-4-isopropyl-5,5-dimethyloxazolidin-2-one；(4S)-3-[3-(dibenzylamino)propanoyl]-5,5-dimethyl-4-propan-2-yl-1,3-oxazolidin-2-one
• CAS: 827026-62-0
• 化学式: C₂₅H₃₂N₂O₃
• 分子量: 408.541
• InChiKey: ZEPLAAQVBFAWBA-QHCPKHFHSA-N

物化性质

• 沸点：
  528.2±38.0 °C(Predicted)
• 密度：
  1.112±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.86
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  49.85
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (S)-5,5-dimethyl-4-iso-propyl-3-[3'-(N,N-dibenzylamino)propanoyl]oxazolidin-2-one 在 正丁基锂 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 32.5h， 生成 methyl (S)-3-(N,N-dibenzylamino)-2-ethylpropanoate
  参考文献：
  名称：

  [EN] MODULATORS OF G-PROTEIN COUPLED RECEPTORS
  [FR] MODULATEURS DE RÉCEPTEURS COUPLÉS À LA PROTÉINE G

  摘要：

  This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt) that modulate (e.g., agonize or partially agonize or antagonize) glucagonlike peptide-1 receptor ("GLP-1R") and/or the gastric inhibitory polypeptide receptor ("GIPR"). The chemical entities are useful, e.g., for treating a disease, disorder, or condition in which modulation (e.g., agonism, partial agonism or antagonism) of GLP-1R and/or GIPR activities is beneficial for the treatment or prevention of the underlying pathology and/or symptoms and/or progression of the disease, disorder, or condition. In some embodiments, modulation results in enhancement of (e.g., increases) existing levels (e.g., normal or below normal levels) of GLP-1R and/or GIPR activity (e.g., signaling). In some embodiments, the chemical entities described herein further modulate (e.g., attenuate, uncouple) β -arrestin signaling relative to what is observed with the native ligand. This disclosure also features compositions as well as other methods of using and making the said chemical entities.

  公开号：

  WO2022241287A2
• 作为产物：
  描述：

  (4S)-4-异丙基-5,5-二甲基-1,3-恶唑烷-2-酮 在 正丁基锂 、 三乙胺 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 18.5h， 生成 (S)-5,5-dimethyl-4-iso-propyl-3-[3'-(N,N-dibenzylamino)propanoyl]oxazolidin-2-one
  参考文献：
  名称：

  [EN] MODULATORS OF G-PROTEIN COUPLED RECEPTORS
  [FR] MODULATEURS DE RÉCEPTEURS COUPLÉS À LA PROTÉINE G

  摘要：

  This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt) that modulate (e.g., agonize or partially agonize or antagonize) glucagonlike peptide-1 receptor ("GLP-1R") and/or the gastric inhibitory polypeptide receptor ("GIPR"). The chemical entities are useful, e.g., for treating a disease, disorder, or condition in which modulation (e.g., agonism, partial agonism or antagonism) of GLP-1R and/or GIPR activities is beneficial for the treatment or prevention of the underlying pathology and/or symptoms and/or progression of the disease, disorder, or condition. In some embodiments, modulation results in enhancement of (e.g., increases) existing levels (e.g., normal or below normal levels) of GLP-1R and/or GIPR activity (e.g., signaling). In some embodiments, the chemical entities described herein further modulate (e.g., attenuate, uncouple) β -arrestin signaling relative to what is observed with the native ligand. This disclosure also features compositions as well as other methods of using and making the said chemical entities.

  公开号：

  WO2022241287A2

文献信息

• Asymmetric synthesis of β2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives
  作者：James E. Beddow、Stephen G. Davies、Kenneth B. Ling、Paul M. Roberts、Angela J. Russell、Andrew D. Smith、James E. Thomson

  DOI：10.1039/b707689d

  日期：——

  Conjugate addition of lithium dibenzylamide to (S)-N(3)-acryloyl-4-isopropyl-5,5-dimethyloxazolidin-2-one (derived from l-valine) and alkylation of the resultant lithium beta-amino enolate provides, after deprotection, a range of (S)-2-alkyl-3-aminopropanoic acids in good yield and high ee. Alternatively, via a complementary pathway, conjugate addition of a range of secondary lithium amides to (S)

  在（S）-N（3）-丙烯酰基-4-异丙基-5,5-二甲基恶唑烷丁二酮（衍生自l-缬氨酸）上共轭添加二苄基氨基锂，然后将所得的β-氨基烯醇锂烷基化脱保护时，一系列（S）-2-烷基-3-氨基丙酸的收率和ee高。或者，通过互补途径，将一系列仲氨基酰胺共轭添加到（S）-N（3）-（2'-烷基丙烯酰基）-4-异丙基-5,5-二甲基恶唑烷-2-酮中，用2-吡啶酮以及随后的脱保护作用以高收率和高ee提供了一系列（R）-2-烷基-和（R）-2-芳基-3-氨基丙酸。另外，硼介导的β-氨基N-酰基恶唑烷酮的醛醇缩合反应是用于合成一系列β-氨基-β'-羟基N-酰基恶唑烷酮的高度非对映选择性的方法。