1-O-Benzyl-3,4,6-tri-O-benzyl-2-amino-2-deoxy-α,β-D-glucopyranose | 91927-51-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-Benzyl-3,4,6-tri-O-benzyl-2-amino-2-deoxy-α,β-D-glucopyranose
• 英文别名: (3R,4R,5S,6R)-2,4,5-tris(benzyloxy)-6-[(benzyloxy)methyl]oxan-3-amine；(3R,4R,5S,6R)-2,4,5-tris(phenylmethoxy)-6-(phenylmethoxymethyl)oxan-3-amine
• CAS: 91927-51-4
• 化学式: C₃₄H₃₇NO₅
• 分子量: 539.671
• InChiKey: DYDAVEMWGWFNJE-WAPOLKSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  72.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-O-Benzyl-3,4,6-tri-O-benzyl-2-amino-2-deoxy-α,β-D-glucopyranose 在 盐酸 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 18.5h， 生成
  参考文献：
  名称：

  Design, synthesis and evaluation of a novel class of glucosamine mimetic peptides containing 1,3-dioxane

  摘要：

  A number of novel 2-(N-(2-(5,5-dimethyl-1,3-dioxane-2-yl)ethyl)aminoacyl)amino-2-deoxy-D-glucopyranoside were synthesized from a readily available starting material, glucosamine, 2,2-dimethyl-1,3-propanediol and 1,1,3,3-tetramethoxypropane, and evaluated for their anti-inflammatory activity. Our results showed that all of the compounds tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.062
• 作为产物：
  描述：

  benzyl 3,4,6-tri-O-benzyl-2-[(tert-butoxycarbonyl)amino]-2-deoxy-D-glucopyranoside 在 三氟乙酸 作用下， 生成 1-O-Benzyl-3,4,6-tri-O-benzyl-2-amino-2-deoxy-α,β-D-glucopyranose
  参考文献：
  名称：

  Design, synthesis and evaluation of a novel class of glucosamine mimetic peptides containing 1,3-dioxane

  摘要：

  A number of novel 2-(N-(2-(5,5-dimethyl-1,3-dioxane-2-yl)ethyl)aminoacyl)amino-2-deoxy-D-glucopyranoside were synthesized from a readily available starting material, glucosamine, 2,2-dimethyl-1,3-propanediol and 1,1,3,3-tetramethoxypropane, and evaluated for their anti-inflammatory activity. Our results showed that all of the compounds tested exhibited a significant inhibition of xylene-induced inflammation in mice. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.01.062

文献信息

• Galenical formulations
  申请人：Platzek Johannes

  公开号：US20060093554A1

  公开（公告）日：2006-05-04

  This invention describes new galenical formulations that contain paramagnetic and diamagnetic perfluoroalkyl-containing compounds. The new formulations are suitable as contrast media for nuclear spin tomography.

  这项发明描述了包含顺磁和抗磁全氟烷基化合物的新制剂。这些新制剂适用于核磁共振断层扫描作为对比介质。
• Use of perfluoroalkyl-containing metal complexes as contrast media in MR-imaging for visualization of plaque, tumors and necroses
  申请人：——

  公开号：US20030072713A1

  公开（公告）日：2003-04-17

  The invention relates to the use of perfluoroalkyl-containing metal complexes that have a critical micelle formation concentration <10 −3 mol/l, a hydrodynamic micelle diameter (2 Rh)>1 nm and a proton relaxivity in plasma (R 1 )>10 l/mmol·s) as contrast media in MR imaging for visualization of plaque, lymph nodes, infarcted and necrotic tissue and for independent visualization of necrotic tissue and tumor tissue.

  本发明涉及使用临界胶束形成浓度小于10-3mol/l，水动力学胶束直径（2Rh）大于1nm，血浆中质子弛豫时间（R1）大于10l/mmol·s的含有全氟烷基的金属配合物作为MR成像的对比介质，用于可视化斑块、淋巴结、梗死和坏死组织以及独立可视化坏死组织和肿瘤组织。
• Amphetamine Prodrugs
  申请人：Shire AG

  公开号：US20140073589A1

  公开（公告）日：2014-03-13

  The present invention relates to amphetamine prodrugs which provide colonic release of amphetamine.

  本发明涉及一种安非他命前药，其提供安非他命的结肠释放。
• Galenische Formulierungen
  申请人：INSTITUT FÜR DIAGNOSTIKFORSCHUNG GmbH AN DER FREIEN UNIVERSITÄT BERLIN

  公开号：EP1088559A2

  公开（公告）日：2001-04-04

  Die vorliegende Erfindung beschreibt galenische Formulierungen, welche perfluoralkylhaltige Farbstoffmoleküle und andere perfluoralkylhaltige Substanzen enthalten. Die neuen Formulierungen sind unter anderem als Kontrastmittel für die Nahinfrarotdiagnostik geeignet.

  本发明描述了含有全氟烷基染料分子和其他全氟烷基物质的 galenic 配方。除其他外，这种新配方可用作近红外诊断的造影剂。
• Order of Reactivity of OH/NH Groups of Glucosamine Hydrochloride and <i>N</i>-Acetyl Glucosamine Toward Benzylation Using NaH/BnBr in DMF
  作者：Stacy P. Ali、Nigel Kevin Jalsa

  DOI：10.1080/07328303.2014.907907

  日期：2014.5.4

  The order of reactivity of OH and NH groups of glucosamine hydrochloride (GlcNH(2)(.)HCl) and N-acetyl glucosamine (GlcNAc) toward benzylation with NaH/BnBr in DMF was investigated. For GlcNH(2)(.)HCl, benzyl groups were introduced in the order of N-Bn > N-Bn-2 > 1-O-Bn > 6-O-Bn > 4-O-Bn > 3-O-Bn; for GlcNAc, benzyl groups were introduced in the order of 1-O-Bn > 6-O-Bn > 4-O-Bn > 3-O-Bn > N-Bn. A range of partially benzylated 2-N,N-dibenzyl glucopyranosides and GlcNAc derivatives were obtained in a single step.