8-methoxycarbonyloctyl 2-amino-2-deoxy-β-D-glucopyranoside | 194603-26-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 8-methoxycarbonyloctyl 2-amino-2-deoxy-β-D-glucopyranoside
• CAS: 194603-26-4
• 化学式: C₁₆H₃₁NO₇
• 分子量: 349.425
• InChiKey: QPEJASLXXCIODB-JPIRQXTESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  24.0
• 可旋转键数：
  11.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  131.47
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  8-methoxycarbonyloctyl 2-amino-2-deoxy-β-D-glucopyranoside 在 苯磺酰胺 、 β(1-4)gal-t 、 sodium cacodylate buffer 、 O-Benzotriazol-1-yl-N,N,N',N'-bis(tetramethylene)uronium hexafluorophosphate 、 三乙胺 、 magnesium chloride 作用下， 以 水 、 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 196.0h， 生成
  参考文献：
  名称：

  Glycosyl-transferase catalyzed assemblage of sialyl-lewis x -saccharopeptides

  摘要：

  A series of glycohexopyranuronic acids are coupled to glucosamines to give 'disaccharides' which have the natural N-acetyl group of the glcNAc-moiety replaced by various sugar acids (-->saccharopeptides). These saccharopeptides are surprisingly good substrates for beta(1-4)galactosyl-transferase, alpha(2-3)sialyl-transferase, and fucosyl-transferase VI. The enzymes transfer successively galactose, sialic acid, and fucose from the corresponding donors onto these acceptor substrates-despite the far reaching alterations-regio- and stereospecifically in the expected manner to yield a new class of compounds, the sialyl-Lewis(x)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00107-2
• 作为产物：
  描述：

  9-((2R,3R,4R,5S,6R)-3-Allyloxycarbonylamino-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-nonanoic acid methyl ester 在 tris(dibenzylideneacetone)dipalladium (0) 、 sodium thiophenolate 、 1,4-双(二苯基膦)丁烷 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 为溶剂， 以88%的产率得到8-methoxycarbonyloctyl 2-amino-2-deoxy-β-D-glucopyranoside
  参考文献：
  名称：

  Glycosyl-transferase catalyzed assemblage of sialyl-lewis x -saccharopeptides

  摘要：

  A series of glycohexopyranuronic acids are coupled to glucosamines to give 'disaccharides' which have the natural N-acetyl group of the glcNAc-moiety replaced by various sugar acids (-->saccharopeptides). These saccharopeptides are surprisingly good substrates for beta(1-4)galactosyl-transferase, alpha(2-3)sialyl-transferase, and fucosyl-transferase VI. The enzymes transfer successively galactose, sialic acid, and fucose from the corresponding donors onto these acceptor substrates-despite the far reaching alterations-regio- and stereospecifically in the expected manner to yield a new class of compounds, the sialyl-Lewis(x)-saccharopeptides. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00107-2

文献信息

• [EN] SPECIFIC ANTAGONIST FOR BOTH E- AND P-SELECTINS<br/>[FR] ANTAGONISTE SPECIFIQUE POUR E-SELECTINES ET P-SELECTINES
  申请人：GLYCOMIMETICS INC

  公开号：WO2005051920A3

  公开（公告）日：2005-07-14