(3S,10bS)-methyl 5-phenyl-3,10b-dihydro-2H-oxazolo[2,3-a]isoquinoline-3-carboxylate | 1533409-53-8

• 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: (3S,10bS)-methyl 5-phenyl-3,10b-dihydro-2H-oxazolo[2,3-a]isoquinoline-3-carboxylate
• 英文别名: methyl (3S,10bS)-5-phenyl-3,10b-dihydro-2H-[1,3]oxazolo[2,3-a]isoquinoline-3-carboxylate
• CAS: 1533409-53-8
• 化学式: C₁₉H₁₇NO₃
• 分子量: 307.349
• InChiKey: HPCRIFXLCGZRTN-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯乙炔 在 gold(III) chloride 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 (3S,10bS)-methyl 5-phenyl-3,10b-dihydro-2H-oxazolo[2,3-a]isoquinoline-3-carboxylate 、 3-苯基异喹啉
  参考文献：
  名称：

  Au(III)-catalyzed regio- and stereoselective tandem synthesis of oxazolo fused naphthyridines and isoquinolines from o-alkynylaldehydes

  摘要：

  An efficient tandem approach for the regio- and stereoselective synthesis of oxazolo-fused naphthyridines 3a-g, 3i-l and isoquinolines 3h, 3m via the reaction of o-alkynylaldehydes 1a-i with chiral amino alcohols 2a-c under mild reaction conditions is described. The stereochemistry and structures of the products were assigned via NOESY and X-ray crystallographic studies. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.072

文献信息

• Au(III)-catalyzed regio- and stereoselective tandem synthesis of oxazolo fused naphthyridines and isoquinolines from o-alkynylaldehydes
  作者：Rajeev Ranjan Jha、Abhinandan Kumar Danodia、Sushil Kumar、Akhilesh Kumar Verma

  DOI：10.1016/j.tetlet.2013.11.072

  日期：2014.1

  An efficient tandem approach for the regio- and stereoselective synthesis of oxazolo-fused naphthyridines 3a-g, 3i-l and isoquinolines 3h, 3m via the reaction of o-alkynylaldehydes 1a-i with chiral amino alcohols 2a-c under mild reaction conditions is described. The stereochemistry and structures of the products were assigned via NOESY and X-ray crystallographic studies. (C) 2013 Elsevier Ltd. All rights reserved.