1-tert-butyl methyl 5-thioxopyrrolidine-1,2-dicarboxylate | 1238864-79-3

• 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: 1-tert-butyl methyl 5-thioxopyrrolidine-1,2-dicarboxylate
• 英文别名: 1-Tert-butyl 2-methyl 5-thioxo-1,2-pyrrolidinedicarboxylate；1-O-tert-butyl 2-O-methyl 5-sulfanylidenepyrrolidine-1,2-dicarboxylate
• CAS: 1238864-79-3
• 化学式: C₁₁H₁₇NO₄S
• 分子量: 259.326
• InChiKey: YENYVLLSBLIAJD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.89
• 重原子数：
  17.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  55.84
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-tert-butyl methyl 5-thioxopyrrolidine-1,2-dicarboxylate 、 肼基甲酸乙酯 以 二氯甲烷 为溶剂， 反应 72.0h， 生成 1-tert-butyl methyl 5-[2-(ethoxycarbonyl)hydrazono]pyrrolidine-1,2-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
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 3-吡啶甲酰胺,N-(2-甲基环己基)- 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到1-tert-butyl methyl 5-thioxopyrrolidine-1,2-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.