ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate | 139306-14-2

• 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: ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
• 英文别名: Ethyl 2,3-Dihydro-2-ethoxycarbonylmethylene-5-methyl-6H-1,3-thiazine-4-carboxylate；ethyl 2-ethoxycarbonylmethylene-2,3-dihydro-5-methyl-6H-1,3-thiazine-4-carboxylate；ethyl (2E)-2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-1,3-thiazine-4-carboxylate
• CAS: 139306-14-2
• 化学式: C₁₂H₁₇NO₄S
• 分子量: 271.337
• InChiKey: LYJPEHGCOOHXTL-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  64.63
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate 以80%的产率得到
  参考文献：
  名称：

  HITCHCOCK P. B.; MCCABE R. W.; YOUNG D. W.; DAVIS G. M., J. CHEM. SOC. CHEM. COMMUN., 1981, NO 12, 608-609

  摘要：

  DOI：
• 作为产物：
  描述：

  硫代丙酰胺乙酯 、 ethyl 3-methyl-2-oxobut-3-enoate 生成 ethyl 2-(2-ethoxy-2-oxoethylidene)-5-methyl-3,6-dihydro-2H-1,3-thiazine-4-carboxylate
  参考文献：
  名称：

  简单有效地合成吡啶并[2,1- b ]噻嗪

  摘要：

  在肽偶联条件下，使用取代的丙烯酸可一步一步完成1,3-噻嗪衍生物（1，R 1 = h）的成环反应。使用位阻丙烯酸会导致反常反应，噻嗪衍生物（1，R 1 = R 2 = Et）产生有趣的重排。

  DOI：

  10.1039/c39810000395

文献信息

• Novel and efficient photochemical rearrangement of 1,3-thiazine derivatives
  作者：Peter B. Hitchcock、Richard W. McCabe、Douglas W. Young、Gareth M. Davies

  DOI：10.1039/c39810000608

  日期：——

  The 1,3-thiazine derivatives (1) and (4) were irradiated to give good yields of the rearranged fused cyclopropathiazolidine (3) and cyclopropathiazolines (5); suggestions are made to account for the mechanism of this novel and interesting reaction.

  1,3-噻嗪衍生物（1）和（4）照射，得到重排的稠合cyclopropathiazolidine（的良好的产率3）和cyclopropathiazolines（5）; 提出了一些建议，以解释这种新颖有趣的反应机理。
• Capps, Nigel K.; Davies, Gareth M.; Loakes, David, Journal of the Chemical Society. Perkin transactions I, 1991, # 12, p. 3077 - 3086
  作者：Capps, Nigel K.、Davies, Gareth M.、Loakes, David、McCabe, Richard W.、Young, Douglas W.

  DOI：——

  日期：——
• Avent, Anthony G.; Loakes, David; Young, Douglas W., Journal of Chemical Research, 2006, # 9, p. 580 - 583
  作者：Avent, Anthony G.、Loakes, David、Young, Douglas W.

  DOI：——

  日期：——
• An interesting dichotomy in the cyclisation of exocyclic enamines with protected dehydroamino acids leading to different β-turn templates
  作者：Jane M. Berry、Paul M. Doyle、Douglas W. Young

  DOI：10.1016/s0040-4039(02)02141-x

  日期：2002.12

  Two templates for the preparation of external beta-turns have been synthesised. In the course of the synthetic studies an interesting dichotomy was observed in the PCl3 catalysed reaction of exocyclic enamines such as 6 and 14 with protected dehydroamino acids. When amide protected dehydroamino acids were condensed with 6 and 14 the expected 6/6 and 6/5 fused bicyclic compounds such as 7 and 15 respectively were obtained, whereas when urethane protected dehydroamino acids were used, the 5/6 and 5/5 fused products 9 and 18 were obtained.(C) 2002 Elsevier Science Ltd. All rights reserved.
• Davies, Gareth M.; Hitchcock, Peter B.; McCabe, Richard W., Journal of the Chemical Society. Perkin transactions I, 1992, # 24, p. 3391 - 3396
  作者：Davies, Gareth M.、Hitchcock, Peter B.、McCabe, Richard W.、Young, Douglas W.

  DOI：——

  日期：——