(3aS,8aS)-2,2-dimethyl-N-[(4-methylphenyl)methyl]-4,4,8,8-tetrakis(4-phenylphenyl)-3a,5,7,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-imine | 1442686-84-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3aS,8aS)-2,2-dimethyl-N-[(4-methylphenyl)methyl]-4,4,8,8-tetrakis(4-phenylphenyl)-3a,5,7,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-imine
• CAS: 1442686-84-1
• 化学式: C₆₄H₅₅N₃O₂
• 分子量: 898.16
• InChiKey: KVRWJOIFNGMIPY-FNSAWIKJSA-N

物化性质

• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.1
• 重原子数：
  69
• 可旋转键数：
  10
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  54.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (-)-二甲基-2,3-邻异丙亚基-L-酒石酸酯 在 lithium aluminium tetrahydride 、 氯化亚砜 、 potassium carbonate 、 magnesium 、 三乙胺 、 copper(l) chloride 、 sodium hydroxide 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 水 为溶剂， 反应 88.17h， 生成 (3aS,8aS)-2,2-dimethyl-N-[(4-methylphenyl)methyl]-4,4,8,8-tetrakis(4-phenylphenyl)-3a,5,7,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-imine
  参考文献：
  名称：

  Development of Tartaric Acid Derived Chiral Guanidines and Their Application to Catalytic Enantioselective α-Hydroxylation of β-Dicarbonyl Compounds

  摘要：

  A novel library of chiral guanidines featuring a tartaric acid skeleton was developed from diethyl L-tartrate. These guanidines are easily accessed with tunable style and electronic properties. The utilities of the guanidines were highlighted by their ability to catalyze the alpha-hydroxylation of beta-ketoesters and beta-diketones with remarkable efficiency and excellent enantioselectivity.

  DOI：

  10.1021/ol401306h
• 作为试剂：
  描述：

  2-acetyl-5-fluoro-2,3-dihydro-1H-inden-1-one 在 (3aS,8aS)-2,2-dimethyl-N-[(4-methylphenyl)methyl]-4,4,8,8-tetrakis(4-phenylphenyl)-3a,5,7,8a-tetrahydro-[1,3]dioxolo[4,5-e][1,3]diazepin-6-imine 、 3-苯基-2-甲苯磺酰-1,2-氧杂氮杂环丙烷 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以79%的产率得到
  参考文献：
  名称：

  Development of Tartaric Acid Derived Chiral Guanidines and Their Application to Catalytic Enantioselective α-Hydroxylation of β-Dicarbonyl Compounds

  摘要：

  A novel library of chiral guanidines featuring a tartaric acid skeleton was developed from diethyl L-tartrate. These guanidines are easily accessed with tunable style and electronic properties. The utilities of the guanidines were highlighted by their ability to catalyze the alpha-hydroxylation of beta-ketoesters and beta-diketones with remarkable efficiency and excellent enantioselectivity.

  DOI：

  10.1021/ol401306h

文献信息

• Identification of a tartrate-based modular guanidine towards highly asymmetric Michael addition of 3-aminooxindoles to nitroolefins
  作者：Shiqiang Wei、Xiaoze Bao、Shah Nawaz、Jingping Qu、Baomin Wang

  DOI：10.1016/j.tetlet.2020.152741

  日期：2021.2
• Development of Tartaric Acid Derived Chiral Guanidines and Their Application to Catalytic Enantioselective α-Hydroxylation of β-Dicarbonyl Compounds
  作者：Liwei Zou、Baomin Wang、Hongfang Mu、Huanrui Zhang、Yuming Song、Jingping Qu

  DOI：10.1021/ol401306h

  日期：2013.6.21

  A novel library of chiral guanidines featuring a tartaric acid skeleton was developed from diethyl L-tartrate. These guanidines are easily accessed with tunable style and electronic properties. The utilities of the guanidines were highlighted by their ability to catalyze the alpha-hydroxylation of beta-ketoesters and beta-diketones with remarkable efficiency and excellent enantioselectivity.