1-O-methyl-2,3-O-isopropylidene-α-D-mannuronic acid hydrazide | 897939-21-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-methyl-2,3-O-isopropylidene-α-D-mannuronic acid hydrazide
• 英文别名: (3aS,4S,6S,7S,7aS)-7-hydroxy-4-methoxy-2,2-dimethyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-carbohydrazide
• CAS: 897939-21-8
• 化学式: C₁₀H₁₈N₂O₆
• 分子量: 262.263
• InChiKey: DDBYLTJZLWVASR-OUHXRIGLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-O-methyl-2,3-O-isopropylidene-α-D-mannuronic acid hydrazide 、 邻甲基苄醇 以 甲醇 为溶剂， 反应 6.0h， 以90%的产率得到1-O-methyl-2,3-O-isopropylidene-α-D-mannuronic acid (2-hydroxybenzylidene)hydrazide
  参考文献：
  名称：

  Synthesis pathway to carbohydrate-derived salicylidene hydrazides as ligands for oxovanadium complexes

  摘要：

  Salicylidene hydrazides represent important ligands forming oxovanadium complexes. Carbohydrate-derived chiral salicylidene hydrazides as ligands for metal ion complexation were synthesized for the first time. The pathway of the mild and selective synthesis starts from commercial saccharides like methyl-alpha-D-glucopyranoside and methyl-alpha-D-mannopyranoside. All synthesized carbohydrate-derived salicylidene hydrazides are able to form oxovanadium complexes. The mononuclear structure proposed for the complex of 1,2,3,4-tetra-O-methyl-alpha-D-glucopyranuronic acid salicylidene hydrazide is consistent with the analytical data (NMR, IR and MS). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.094
• 作为产物：
  描述：

  甲基2,3-O-异亚丙基-alpha-D-吡喃甘露糖苷 在 四丁基氟化铵 sodium hypochlorite 、 2,2,6,6-四甲基哌啶氧化物 、 碳酸氢钠 、 一水合肼 作用下， 以 乙醇 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 27.0h， 生成 1-O-methyl-2,3-O-isopropylidene-α-D-mannuronic acid hydrazide
  参考文献：
  名称：

  Synthesis pathway to carbohydrate-derived salicylidene hydrazides as ligands for oxovanadium complexes

  摘要：

  Salicylidene hydrazides represent important ligands forming oxovanadium complexes. Carbohydrate-derived chiral salicylidene hydrazides as ligands for metal ion complexation were synthesized for the first time. The pathway of the mild and selective synthesis starts from commercial saccharides like methyl-alpha-D-glucopyranoside and methyl-alpha-D-mannopyranoside. All synthesized carbohydrate-derived salicylidene hydrazides are able to form oxovanadium complexes. The mononuclear structure proposed for the complex of 1,2,3,4-tetra-O-methyl-alpha-D-glucopyranuronic acid salicylidene hydrazide is consistent with the analytical data (NMR, IR and MS). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.03.094

文献信息

• Synthesis pathway to carbohydrate-derived salicylidene hydrazides as ligands for oxovanadium complexes
  作者：J. Becher、I. Seidel、W. Plass、D. Klemm

  DOI：10.1016/j.tet.2006.03.094

  日期：2006.6

  Salicylidene hydrazides represent important ligands forming oxovanadium complexes. Carbohydrate-derived chiral salicylidene hydrazides as ligands for metal ion complexation were synthesized for the first time. The pathway of the mild and selective synthesis starts from commercial saccharides like methyl-alpha-D-glucopyranoside and methyl-alpha-D-mannopyranoside. All synthesized carbohydrate-derived salicylidene hydrazides are able to form oxovanadium complexes. The mononuclear structure proposed for the complex of 1,2,3,4-tetra-O-methyl-alpha-D-glucopyranuronic acid salicylidene hydrazide is consistent with the analytical data (NMR, IR and MS). (c) 2006 Elsevier Ltd. All rights reserved.