di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)hydrazine-1,2-dicarboxylate | 1161437-17-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)hydrazine-1,2-dicarboxylate
• CAS: 1161437-17-7
• 化学式: C₁₉H₃₂N₂O₆
• 分子量: 384.473
• InChiKey: IELGZSFADYHQSP-MCIONIFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  27.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  86.33
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)hydrazine-1,2-dicarboxylate 、 三氟乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以96%的产率得到di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)-2-(2,2,2-trifluoroacetyl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  Desymmetrization of Hydrazinocyclohexadienes: A New Approach for the Synthesis of Polyhydroxylated Aminocyclohexanes

  摘要：

  Hydrazinocyclohexadienes, easily prepared by an ene-reaction between commercially available azodicarboxylate reagents and cyclohexadiene, are interesting substrates for desymmetrization reactions. Under Sharpless asymmetric dihydroxylation conditions, they can lead efficiently to several chiral building blocks as well as advanced precursors of biologically active compounds.

  DOI：

  10.1021/ol900779v
• 作为产物：
  描述：

  di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)-2-(2,2,2-trifluoroacetyl)hydrazine-1,2-dicarboxylate 在 N,N-二甲基丙烯基脲 、 samarium diiodide 、 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 0.5h， 生成 (2,2-dimethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxol-4-yl)-carbamic acid tert-butyl ester 、 di-tert-butyl 1-((3aS,4R,7aR)-2,2-dimethyl-3a,4,7,7a-tetrahydrobenzo[d][1,3]dioxol-4-yl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  Desymmetrization of Hydrazinocyclohexadienes: A New Approach for the Synthesis of Polyhydroxylated Aminocyclohexanes

  摘要：

  Hydrazinocyclohexadienes, easily prepared by an ene-reaction between commercially available azodicarboxylate reagents and cyclohexadiene, are interesting substrates for desymmetrization reactions. Under Sharpless asymmetric dihydroxylation conditions, they can lead efficiently to several chiral building blocks as well as advanced precursors of biologically active compounds.

  DOI：

  10.1021/ol900779v