prop-2-en-1-yl 2,3-di-O-benzoyl-4-O-[tertbutyl(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl-(1→3)-4,6-O-benzylidene-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]-amino}-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside | 1419710-86-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: prop-2-en-1-yl 2,3-di-O-benzoyl-4-O-[tertbutyl(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl-(1→3)-4,6-O-benzylidene-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]-amino}-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
• CAS: 1419710-86-3
• 化学式: C₈₂H₈₉Cl₃N₂O₂₈Si
• 分子量: 1685.05
• InChiKey: DFEDGLGHUYLZTL-GAVSFVGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.08
• 重原子数：
  116.0
• 可旋转键数：
  26.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  345.22
• 氢给体数：
  2.0
• 氢受体数：
  28.0

反应信息

• 作为反应物：
  描述：

  prop-2-en-1-yl 2,3-di-O-benzoyl-4-O-[tertbutyl(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl-(1→3)-4,6-O-benzylidene-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]-amino}-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside 在 吡啶 、 氟化氢吡啶 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以78%的产率得到prop-2-en-1-yl 2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-4,6-O-benzylidene-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]amino}-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 13C-labeled and functionalized Hyaluronan derivatives for biophysical studies and surface modifications

  摘要：

  A convergent synthesis of a tetrasaccharide partial sequence of C-13-labeled Hyaluronan is presented. This tetrasaccharide can be used for biophysical studies as well as for surface modifications. Furthermore, tetrasaccharide 7 can be employed for the synthesis of additionally labeled higher oligomers of Hyaluronan on the basis of the presented methodology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.025
• 作为产物：
  描述：

  4-methylphenyl 4,6-O-benzylidene-2-deoxy-3-O-{2,3-di-O-benzoyl-4-O-[tert-butyl-(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl}-1-thio-2-{[(2,2,2-trichloroethoxy)-carbonyl]amino}-β-D-glucopyranoside 、 prop-2-en-1-yl 2-(acetylamino)-4,6-O-benzylidene-2-deoxy-3-O-(2,3-di-O-benzoyl-6-methyl-β-D-glucopyranosyl)-α-D-glucopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以59%的产率得到prop-2-en-1-yl 2,3-di-O-benzoyl-4-O-[tertbutyl(dimethyl)silyl]-6-methyl-β-D-glucopyranuronosyl-(1→3)-4,6-O-benzylidene-2-deoxy-2-{[(2,2,2-trichloroethoxy)carbonyl]-amino}-β-D-glucopyranosyl-(1→4)-2,3-di-O-benzoyl-6-methyl-β-D-glucopyranuronosyl-(1→3)-2-(acetylamino)-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of 13C-labeled and functionalized Hyaluronan derivatives for biophysical studies and surface modifications

  摘要：

  A convergent synthesis of a tetrasaccharide partial sequence of C-13-labeled Hyaluronan is presented. This tetrasaccharide can be used for biophysical studies as well as for surface modifications. Furthermore, tetrasaccharide 7 can be employed for the synthesis of additionally labeled higher oligomers of Hyaluronan on the basis of the presented methodology. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.11.025