methyl glycoside of glycosamine | 84048-43-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl glycoside of glycosamine
• 英文别名: 2-acetamido-2-deoxy-α,β-D-glucopyranoside；1-O-Methyl-D-glucosamin；Methyl 2-amino-2-deoxyglucopyranoside；(2R,3S,4R,5R)-5-amino-2-(hydroxymethyl)-6-methoxyoxane-3,4-diol
• CAS: 84048-43-1
• 化学式: C₇H₁₅NO₅
• 分子量: 193.2
• InChiKey: UCMLSEINWYQAES-YDEIVXIUSA-N

物化性质

• 沸点：
  387.6±42.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  105
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  methyl glycoside of glycosamine 在 对甲苯磺酸 、 乙二胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 20.0~55.0 ℃ 、35.0 kPa 条件下， 反应 2.58h， 生成 methyl 2-amino-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthetic heparin pentasaccharides

  摘要：

  合成单糖，双糖，三糖，四糖和五糖的制备和使用，用于合成肝素类化合物的制备。

  公开号：

  US09243018B2
• 作为产物：
  描述：

  methyl N-acetyl-D-glucosamine 在 水 、 sodium hydroxide 作用下， 生成 methyl glycoside of glycosamine
  参考文献：
  名称：

  Synthetic heparin pentasaccharides

  摘要：

  合成单糖，双糖，三糖，四糖和五糖的制备和使用，用于合成肝素类化合物的制备。

  公开号：

  US09243018B2

文献信息

• Imidazole-containing chitosan derivative: a new synthetic approach and sorption properties
  作者：A. V. Pestov、S. Yu. Bratskaya、Yu. A. Azarova、Yu. G. Yatluk

  DOI：10.1007/s11172-012-0271-7

  日期：2012.10

  A novel method for the synthesis of a hetaryl-containing chelate amino polymer, namely, N-(4(5)-imidazolylmethyl)chitosan (IMC), with a degree of substitution up to 0.3 was proposed. The “synthesis in gel” approach involves direct substitution of the hydroxyl group in 4(5)-imidazolylmethanol. The structures of these polymers were confirmed by 1H NMR data. For sorption studies, IMC samples were crosslinked with epichlorohydrin and diglycidyl ethers of ethylene glycol and diethylene glycol. The degrees of swelling and sorption properties of the polymers largely depend on the crosslinking agent and the degree of crosslinking. The sorption capacities of IMC for AuIII, PtIV, and PdII ions are higher than those of the nonmodified polymer. The extraction of noble metal ions from chloride solutions becomes more selective with increasing degree of crosslinking. The sorption capacity of IMC for CoII and NiII ions is higher than those of chitosan and its known N-heterocyclic derivatives.

  提出了一种合成取代度高达0.3的含杂芳基螯合氨基聚合物N-(4(5)-咪唑基甲基)壳聚糖(IMC)的新方法。 “凝胶合成”方法涉及直接取代 4(5)-咪唑基甲醇中的羟基。这些聚合物的结构通过 1H NMR 数据得到证实。为了进行吸附研究，IMC 样品与环氧氯丙烷以及乙二醇和二甘醇的二缩水甘油醚进行交联。聚合物的溶胀程度和吸附性能很大程度上取决于交联剂和交联程度。 IMC 对 AuIII、PtIV 和 PdII 离子的吸附能力高于未改性聚合物。随着交联度的增加，从氯化物溶液中萃取贵金属离子变得更具选择性。 IMC对CoII和NiII离子的吸附能力高于壳聚糖及其已知的N-杂环衍生物。
• Novel nitrosourea derivative, process for preparing same and therapeutic composition containing said derivate
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：EP0062329A1

  公开（公告）日：1982-10-13

  A nitrosourea compound of the formula: wherein R1 is lower alkyl and R2 is lower alkyl or lower alkoxy-lower alkyl, which may be prepared by nitrosation of a compound of the formula: wherein R1 and R2 are the same as defined above. Said nitrosourea compound is useful as an anti-tumor or anti-leukemic agent.

  式中 R1 为低级烷基，R2 为低级烷基或低级烷氧基-低级烷基的亚硝基脲化合物，可通过对式中 R1 和 R2 与上述定义相同的化合物进行亚硝基化反应制备。 上述亚硝基脲化合物可用作抗肿瘤或抗白血病药物。
• Direct Glycosylation of Unprotected and Unactivated Sugars Using Bismuth Nitrate Pentahydrate
  作者：Innaiah K. Polanki、Siva H. Kurma、Asish K. Bhattacharya

  DOI：10.1080/07328303.2015.1028585

  日期：2015.5.4

  Bi(NO3)(3), a low-cost, mild, and environmentally green catalyst, has been successfully utilized for Fischer glycosylation for the synthesis of alkyl/aryl glycopyranosides by reacting unprotected sugars, namely, D-glucose, L-rhamnose, D-galactose, D-arabinose, and N-acetyl-D-glucosamine with various alcohols in good to excellent yields. The glycosides were formed with high alpha-selectivity. Further, an expedient separation of alpha- and beta-glycosides using silver nitrate-impregnated silica gel flash liquid chromatography has been developed.
• MORIKAVA, TAMIO;TSUDZIXARA, KEHNDZI;TAKEHDA, MIKIO;ARAI, JOSIXISA
  作者：MORIKAVA, TAMIO、TSUDZIXARA, KEHNDZI、TAKEHDA, MIKIO、ARAI, JOSIXISA

  DOI：——

  日期：——
• Synthetic heparin pentasaccharides
  申请人：ALCHEMIA LIMITED

  公开号：US09243018B2

  公开（公告）日：2016-01-26

  Preparation and use of synthetic monosaccharides, disaccharides, trisaccharides, tetrasaccharides and pentasaccharides useful for the preparation of synthetic heparinoids.

  合成单糖，双糖，三糖，四糖和五糖的制备和使用，用于合成肝素类化合物的制备。