tert-butyl 6-methyl 4H-pyrrolo[3,2-d][1,2,3]thiadiazole-4,6-dicarboxylate | 500136-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: tert-butyl 6-methyl 4H-pyrrolo[3,2-d][1,2,3]thiadiazole-4,6-dicarboxylate
• 英文别名: 4-O-tert-butyl 6-O-methyl pyrrolo[3,2-d]thiadiazole-4,6-dicarboxylate
• CAS: 500136-04-9
• 化学式: C₁₁H₁₃N₃O₄S
• 分子量: 283.308
• InChiKey: MFNKJYHMVBBTID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl 6-methyl 4H-pyrrolo[3,2-d][1,2,3]thiadiazole-4,6-dicarboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以96%的产率得到methyl 4H-pyrrolo[3,2-d][1,2,3]thiadiazole-6-carboxylate
  参考文献：
  名称：

  Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles

  摘要：

  A series of new pyrrolo[d][1,2,3]thiadiazole carboxylates and 5,6-dihydro-4H-cyclopenta[d][1,2,3]thiadiazoles has been synthesized via the Hurd-Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1,2,3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of this type. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.017
• 作为产物：
  描述：

  在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以2.15 g的产率得到tert-butyl 6-methyl 4H-pyrrolo[3,2-d][1,2,3]thiadiazole-4,6-dicarboxylate
  参考文献：
  名称：

  Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles

  摘要：

  A series of new pyrrolo[d][1,2,3]thiadiazole carboxylates and 5,6-dihydro-4H-cyclopenta[d][1,2,3]thiadiazoles has been synthesized via the Hurd-Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1,2,3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of this type. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.05.017

文献信息

• Investigation of the regioselectivity of the Hurd–Mori reaction for the formation of bicyclic 1,2,3-thiadiazoles
  作者：Martin Turner、Thomas Linder、Michael Schnürch、Marko D. Mihovilovic、Peter Stanetty

  DOI：10.1016/j.tet.2010.05.017

  日期：2010.7

  A series of new pyrrolo[d][1,2,3]thiadiazole carboxylates and 5,6-dihydro-4H-cyclopenta[d][1,2,3]thiadiazoles has been synthesized via the Hurd-Mori reaction. The regioselectivity of the cyclization has been studied and trends were established to predict the cyclization direction to afford bicyclic 1,2,3-thiadiazoles. Effects promoting and disfavoring the reaction have also been investigated to guide the synthesis of scaffolds of this type. (C) 2010 Elsevier Ltd. All rights reserved.