(2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester | 521970-91-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
• CAS: 521970-91-2
• 化学式: C₄₄H₅₃N₃O₁₄
• 分子量: 847.917
• InChiKey: YXTGPVKGWWVECK-WXERIPIFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.92
• 重原子数：
  61.0
• 可旋转键数：
  22.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  201.5
• 氢给体数：
  0.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  硫代乙酸 、 (2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester 反应 24.0h， 以70%的产率得到(2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-acetylamino-4-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Homodimerization of hyaluronan and heparan sulfate derivatives by olefin metathesis reaction

  摘要：

  Hyaluronan and heparan sulfate disaccharides of the type beta-D-glucuronic acid- (1-->3)-N-acetyl-beta-D-glucosamine and alpha-L-iduronic acid-(1-->4)-N-acetyl-beta-D-glucosamine, respectively, with an n-pentenyl group at the reducing end have been synthesized. Homodimerization of these derivatives using Grubbs catalyst furnished dimerized disaccharides separated by a C-8 spacer arm. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02482-6
• 作为产物：
  描述：

  pent-4-enyl 2-azido-2-deoxy-3-O-benzyl-6-O-acetyl-β-D-glucopyranoside 在 三氟甲磺酸 、 三氟甲磺酸三甲基硅酯 、 乙酸肼 作用下， 以 吡啶 、 二氯甲烷 为溶剂， 反应 5.75h， 生成 (2R,3S,4S,5R,6R)-5-Acetoxy-6-((2R,3S,4R,5R,6R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-pent-4-enyloxy-tetrahydro-pyran-3-yloxy)-4-benzyloxy-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Homodimerization of hyaluronan and heparan sulfate derivatives by olefin metathesis reaction

  摘要：

  Hyaluronan and heparan sulfate disaccharides of the type beta-D-glucuronic acid- (1-->3)-N-acetyl-beta-D-glucosamine and alpha-L-iduronic acid-(1-->4)-N-acetyl-beta-D-glucosamine, respectively, with an n-pentenyl group at the reducing end have been synthesized. Homodimerization of these derivatives using Grubbs catalyst furnished dimerized disaccharides separated by a C-8 spacer arm. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02482-6