diethyl 1,4-dimethyl-3,6-dioxopiperazine-2,5-dicarboxylate | 33319-26-5

• 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: diethyl 1,4-dimethyl-3,6-dioxopiperazine-2,5-dicarboxylate
• 英文别名: 3,6-Dimethoxycarbonyl-1,4-dimethyl-2,5-piperazin-dion；1,4-dimethyl-3,6-diethoxycarbonyl-2,5-piperazinedione；1,4-dimethyl-3,6-dioxo-piperazine-2,5-dicarboxylic acid diethyl ester
• CAS: 33319-26-5
• 化学式: C₁₂H₁₈N₂O₆
• 分子量: 286.285
• InChiKey: XHPGXFDDJIIJEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  93.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  diethyl 1,4-dimethyl-3,6-dioxopiperazine-2,5-dicarboxylate 、 二氯化硫 以23%的产率得到
  参考文献：
  名称：

  HINO TOHRU; SATO TADAO, CHEM. AND PHARM. BULL. 1974, 22, NO 12 2866-2874

  摘要：

  DOI：
• 作为产物：
  描述：

  diethyl (methylamino)malonate 以69%的产率得到
  参考文献：
  名称：

  HINO TOHRU; SATO TADAO, CHEM. AND PHARM. BULL. 1974, 22, NO 12 2866-2874

  摘要：

  DOI：

文献信息

• Chiral 1,2,3‐Triazolium Salt Catalyzed Asymmetric Mono‐ and Dialkylation of 2,5‐Diketopiperazines with the Construction of Tetrasubstituted Carbon Centers
  作者：Ju‐Song Yang、Ka Lu、Chen‐Xiao Li、Zu‐Hang Zhao、Xiao‐Ming Zhang、Fu‐Min Zhang、Yong‐Qiang Tu

  DOI：10.1002/anie.202114129

  日期：2022.2.21

  Chiral spirocyclic-amide-derived triazolium salts were used as new phase-transfer organocatalysts for asymmetric alkylation to construct 2,5-diketopiperazine motifs containing one or two tetrasubstituted carbon centers in high yields with excellent cis-diastereoselectivity and enantioselectivity. Control experiments and DFT calculations revealed the possible reaction mechanism and the origins of the

  手性螺环酰胺衍生的三唑鎓盐被用作不对称烷基化的新型相转移有机催化剂，以高产率构建含有一个或两个四取代碳中心的 2,5-二酮哌嗪基序，具有优异的顺式-非对映选择性和对映选择性。对照实验和 DFT 计算揭示了可能的反应机理和异常非对映选择性和对映选择性的起源。
• Enantioselective organocatalytic α-sulfenylation of substituted diketopiperazines
  作者：Nathan W. Polaske、Ramin Dubey、Gary S. Nichol、Bogdan Olenyuk

  DOI：10.1016/j.tetasy.2009.10.037

  日期：2009.12

  The asymmetric organocatalytic alpha-sulfenylation of substituted piperazine-2,5-diones is reported, with cinchona alkaloids as chiral Lewis bases and electrophilic sulfur transfer reagents. Catalyst loadings, the type of sulfur transfer reagent, temperature and solvent were investigated in order to optimize the reaction conditions. The effects of ring substitution and the type of catalyst on the yield and enantioselectivity of the reaction are reported. (C) 2009 Elsevier Ltd. All rights reserved.