6-N-(2',2'-diethoxycarbonylvinyl)amino-6-deoxy-1,2,3-O-trimethyl-α-D-glucopyranosid | 354763-75-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6-N-(2',2'-diethoxycarbonylvinyl)amino-6-deoxy-1,2,3-O-trimethyl-α-D-glucopyranosid
• 英文别名: diethyl 2-[[[(2R,3R,4S,5R,6S)-3-hydroxy-4,5,6-trimethoxyoxan-2-yl]methylamino]methylidene]propanedioate
• CAS: 354763-75-0
• 化学式: C₁₇H₂₉NO₉
• 分子量: 391.419
• InChiKey: ROUUXIPCBGEREW-MPZWGZMNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  122
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  copper(II) acetate monohydrate 、 6-N-(2',2'-diethoxycarbonylvinyl)amino-6-deoxy-1,2,3-O-trimethyl-α-D-glucopyranosid 在 三乙胺 作用下， 以 甲醇 为溶剂， 以33.9%的产率得到bis-(6-N-(2',2'-diethoxycarbonylvinyl)amino-6-deoxy-1,2,3-O-trimethyl-α-D-glucopyranoso)-bis-μ-acetato-tricopper(II)
  参考文献：
  名称：

  Catechol oxidase model compounds based on aminocarbohydrates: new structure types and investigations on the catalytic reaction

  摘要：

  Recently, we reported the structure and properties of several copper(II) complexes with aminocarbohydrate-based ligands. Four of these complexes are capable of catalyzing the oxidation of 3,5-di-(t)butyl-catechol (dtbc) to the corresponding quinone. The present work contains new compounds of this ligand series of which most form different structure types than the previously described. Investigations on the influence of possible inhibitors like kojic and cinnamic acid, as well as simple ligands like chloride ions and of the pH-value on the catalytic reaction are investigated. (C) 2003 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s1381-1169(03)00190-0
• 作为产物：
  描述：

  乙氧基甲叉丙二酸二乙酯 、 6-amino-6-deoxy-1,2,3-trimethyl-α-D-glucopyranoside 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 6-N-(2',2'-diethoxycarbonylvinyl)amino-6-deoxy-1,2,3-O-trimethyl-α-D-glucopyranosid
  参考文献：
  名称：

  氨基碳水化合物β-酮烯胺配体的铜（II）配合物：儿茶酚氧化的高效催化剂

  摘要：

  合成了源自不同功能化氨基-脱氧葡萄糖的三齿双阴离子 β-酮烯胺配体的铜 (II) 配合物，并对其结构、光谱和催化特性进行了表征。（可能是二聚体）络合物 [1,2-O-isopropidene-6-N-(3-acetyl-2-oxobut-3-enyl)amino-6-deoxyglucofuranoso)copper(II) Cu(3a)用于通过分子氧将 3,5-二叔丁基儿茶酚 (dtbc) 氧化为 3,5-二叔丁基醌 (dtbq) 的儿茶酚氧化酶样催化剂 (kcat=2.63s(-1))。与这种磁性“正常”复合物 Cu(3a) 不同，类似的双核复合物 [[Cu(2a)]2]，源自异构氨基糖 5-amino-5-deoxyglucofuranose，与糖部分形成六元螯合环，并具有非常强的反铁磁耦合铜原子（导致抗磁基态）。它有一个相当微不足道的活动（kcat < 10(-3)s(-1)）。配体

  DOI：

  10.1002/1521-3765(20010518)7:10<2143::aid-chem2143>3.0.co;2-d

文献信息

• Copper(II) Complexes of Aminocarbohydrateβ-Ketoenaminic Ligands: Efficient Catalysts in Catechol Oxidation
  作者：Rainer Wegner、Michael Gottschaldt、Helmar Görls、Ernst-G. Jäger、Dieter Klemm

  DOI：10.1002/1521-3765(20010518)7:10<2143::aid-chem2143>3.0.co;2-d

  日期：2001.5.18

  s(-1)) show moderate activity. All complexes with a peripheral ethoxycarbonyl group instead of the acetyl substituent R2, Cu(1b)-Cu(3b) and Cu(4c), are inactive. The complexes derived from 2-hydroxocyclohexylamine, Cu(5a) and Cu(5c), which were used as models of the active complex Cu(3a), have the typical "cubane-like" tetranuclear structure known from many copper complexes with derivatives of saturated

  合成了源自不同功能化氨基-脱氧葡萄糖的三齿双阴离子 β-酮烯胺配体的铜 (II) 配合物，并对其结构、光谱和催化特性进行了表征。（可能是二聚体）络合物 [1,2-O-isopropidene-6-N-(3-acetyl-2-oxobut-3-enyl)amino-6-deoxyglucofuranoso)copper(II) Cu(3a)用于通过分子氧将 3,5-二叔丁基儿茶酚 (dtbc) 氧化为 3,5-二叔丁基醌 (dtbq) 的儿茶酚氧化酶样催化剂 (kcat=2.63s(-1))。与这种磁性“正常”复合物 Cu(3a) 不同，类似的双核复合物 [[Cu(2a)]2]，源自异构氨基糖 5-amino-5-deoxyglucofuranose，与糖部分形成六元螯合环，并具有非常强的反铁磁耦合铜原子（导致抗磁基态）。它有一个相当微不足道的活动（kcat < 10(-3)s(-1)）。配体
• Catechol oxidase model compounds based on aminocarbohydrates: new structure types and investigations on the catalytic reaction
  作者：Rainer Wegner、Michael Gottschaldt、Wolfgang Poppitz、Ernst-G. Jäger、Dieter Klemm

  DOI：10.1016/s1381-1169(03)00190-0

  日期：2003.7

  Recently, we reported the structure and properties of several copper(II) complexes with aminocarbohydrate-based ligands. Four of these complexes are capable of catalyzing the oxidation of 3,5-di-(t)butyl-catechol (dtbc) to the corresponding quinone. The present work contains new compounds of this ligand series of which most form different structure types than the previously described. Investigations on the influence of possible inhibitors like kojic and cinnamic acid, as well as simple ligands like chloride ions and of the pH-value on the catalytic reaction are investigated. (C) 2003 Elsevier Science B.V. All rights reserved.