(3R,10bR)-5-oxo-2,3-dihydro-10bH-[1,3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid | 709654-03-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1,3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid
• 英文别名: (3R,10bR)-5-oxo-3,10b-dihydro-2H-[1,3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid
• CAS: 709654-03-5
• 化学式: C₁₁H₉NO₄S
• 分子量: 251.263
• InChiKey: NYJAMSVEMXGSFA-IONNQARKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1,3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid 反应 2.0h， 以4%的产率得到5-acetyl-2-phenyl-2,3-dihydrothiazole
  参考文献：
  名称：

  Synthesis of tricyclic isoindoles and thiazolo[3,2-c][1,3]benzoxazines

  摘要：

  The thermolysis of (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylic acids in Ac2O led to novel 3-methylene-2.5-dioxo-3H,9bH-oxazolo[2,3-a]isoindoles and chiral (9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindoles were obtained on FVP. Starting from L-cysteine methyl ester (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazines were obtained as single stereoisomers. The thermolysis of (3R,10bR)-5-oxo-2,3-dihydro- 10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid in Ac2O cave 5-acetyl-2-phenyl-2,3-dihydrothiazole. The structures of methyl (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylate la and methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 9 were determined by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.030
• 作为产物：
  描述：

  methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium iodide 作用下， 以 乙酸乙酯 为溶剂， 反应 8.0h， 生成 (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1,3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid
  参考文献：
  名称：

  Synthesis of tricyclic isoindoles and thiazolo[3,2-c][1,3]benzoxazines

  摘要：

  The thermolysis of (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylic acids in Ac2O led to novel 3-methylene-2.5-dioxo-3H,9bH-oxazolo[2,3-a]isoindoles and chiral (9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindoles were obtained on FVP. Starting from L-cysteine methyl ester (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazines were obtained as single stereoisomers. The thermolysis of (3R,10bR)-5-oxo-2,3-dihydro- 10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid in Ac2O cave 5-acetyl-2-phenyl-2,3-dihydrothiazole. The structures of methyl (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylate la and methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 9 were determined by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.03.030

文献信息

• Synthesis of tricyclic isoindoles and thiazolo[3,2-c][1,3]benzoxazines
  作者：Teresa M.V.D Pinho e Melo、Catarina I.A Santos、António M.d'A Rocha Gonsalves、José A Paixão、Ana M Beja

  DOI：10.1016/j.tet.2004.03.030

  日期：2004.4

  The thermolysis of (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylic acids in Ac2O led to novel 3-methylene-2.5-dioxo-3H,9bH-oxazolo[2,3-a]isoindoles and chiral (9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindoles were obtained on FVP. Starting from L-cysteine methyl ester (3R,10bR)-5-oxo-2,3-dihydro-10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazines were obtained as single stereoisomers. The thermolysis of (3R,10bR)-5-oxo-2,3-dihydro- 10bH-[1.3]thiazolo[3,2-c][1,3]benzoxazine-3-carboxylic acid in Ac2O cave 5-acetyl-2-phenyl-2,3-dihydrothiazole. The structures of methyl (3R,9bS)-5-oxo-2,3,5,9b-tetrahydrothiazolo[2,3-a]isoindole-3-carboxylate la and methyl (2R,4R)-N-chlorocarbonyl-2-(2-hydroxyphenyl)thiazolidine-4-carboxylate 9 were determined by X-ray crystallography. (C) 2004 Elsevier Ltd. All rights reserved.