(3R,8aS)-3-benzyltetrahydro-2H-oxazolo[3,2-a]pyridine-2,5(3H)-dione | 1196714-64-3

• 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: (3R,8aS)-3-benzyltetrahydro-2H-oxazolo[3,2-a]pyridine-2,5(3H)-dione
• 英文别名: (3R,8aS)-3-benzyl-6,7,8,8a-tetrahydro-3H-[1,3]oxazolo[3,2-a]pyridine-2,5-dione
• CAS: 1196714-64-3
• 化学式: C₁₄H₁₅NO₃
• 分子量: 245.278
• InChiKey: YJNKGSPRYLKTQD-YPMHNXCESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-dioxopyrrolidin-1-yl but-3-enoate 、 一氧化碳 、 D-苯丙氨酸 在 dicarbonylacetylacetonato rhodium(I) 、 氢气 、 4-甲基苯磺酸吡啶 、 6,6′-[(3,3′-二叔丁基-5,5′-二甲氧基-1,1′-二苯基-2,2′-二基)双(氧)]双(二苯并[d,f][1,3,2]二噁磷杂庚英) 作用下， 以 四氢呋喃 为溶剂， 70.0 ℃ 、500.01 kPa 条件下， 反应 12.0h， 以69%的产率得到(3R,8aS)-3-benzyltetrahydro-2H-oxazolo[3,2-a]pyridine-2,5(3H)-dione
  参考文献：
  名称：

  Four-Component Reactions toward Fused Heterocyclic Rings

  摘要：

  A multicomponent reaction between H-2, CO, an unsaturated carboxylic acid derivative, and binucleophiles has been discovered, This process represents a combination of diversity-oriented synthesis and multicomponent reactions including amidation and hydroformylation, followed by nucleophilic addition to an N-acyliminium ion allowing the generation of six new bonds. Using pi-nucleophiles, the sequence turns into a multicomponent Pictet-Spengler reaction.

  DOI：

  10.1021/ol902279m

文献信息

• Four-Component Reactions toward Fused Heterocyclic Rings
  作者：Etienne Airiau、Nicolas Girard、André Mann、Jessica Salvadori、Maurizio Taddei

  DOI：10.1021/ol902279m

  日期：2009.11.19

  A multicomponent reaction between H-2, CO, an unsaturated carboxylic acid derivative, and binucleophiles has been discovered, This process represents a combination of diversity-oriented synthesis and multicomponent reactions including amidation and hydroformylation, followed by nucleophilic addition to an N-acyliminium ion allowing the generation of six new bonds. Using pi-nucleophiles, the sequence turns into a multicomponent Pictet-Spengler reaction.