methyl 2,3,5-tri-O-benzoyl-α-D-galactofuranose | 211676-34-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 2,3,5-tri-O-benzoyl-α-D-galactofuranose
• CAS: 211676-34-5
• 化学式: C₃₅H₃₂O₉
• 分子量: 596.634
• InChiKey: HOMZPEQIAYWLLU-DKEJUXQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  44.0
• 可旋转键数：
  12.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  106.59
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  methyl 2,3,5-tri-O-benzoyl-α-D-galactofuranose 在 palladium on activated charcoal 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 硫酸 、 氢溴酸 、 氢气 、 sodium methylate 、 乙酸酐 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 6.33h， 生成 β-D-galactofuranosyl-(1-1)-β-D-galactofuranoside
  参考文献：
  名称：

  Synthesis of some galactofuranosyl disaccharides using a galactofuranosyl trichloroacetimidate as donor

  摘要：

  2,3,5-Tri-O-benzoyl-6-O-benzyl-beta-D-galactofuranosyl trichloroacetimidate has been prepared for the first time and utilised as glycosyl donor for the synthesis of several disaccharides containing the beta-linked galactofuranoside moiety. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00062-7
• 作为产物：
  描述：

  苯甲酰氯 、 methyl 6-O-benzyl-β-D-galactofuranoside 在 吡啶 作用下， 反应 1.0h， 以98%的产率得到methyl 2,3,5-tri-O-benzoyl-α-D-galactofuranose
  参考文献：
  名称：

  Synthesis of some galactofuranosyl disaccharides using a galactofuranosyl trichloroacetimidate as donor

  摘要：

  2,3,5-Tri-O-benzoyl-6-O-benzyl-beta-D-galactofuranosyl trichloroacetimidate has been prepared for the first time and utilised as glycosyl donor for the synthesis of several disaccharides containing the beta-linked galactofuranoside moiety. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(98)00062-7

文献信息

• An Efficient Method for the Synthesis of A 1,6-Anhydro-α-D-Galactofuranose Derivative and its Application in the Synthesis of Oligosaccharides
  作者：Sujit Kumar Sarkar、Ambar Kumar Choudhury、Balaram Mukhopadhyay、Nirmolendu Roy

  DOI：10.1080/07328309908544059

  日期：1999.1

  Synthesis of 1,6-anhydro-2,3,5-tri-O-benzoyl-beta-D-galactofuranose (3) has been achieved in good yield by stannic chloride catalysed ring closure of methyl 2,3,4-tri-O-benzoyl-6-O-benzyl-beta-D-galactofuranoside (1). The anhydro compound 3 was converted to the furanoside donors 6 and 7 with an easily removable O-6 acetyl group. The donors 6 and 7 were utilised for the synthesis of a di- and a trisaccharide containing beta-D-galactofuranosides.