[(3aS,4R,6S,7R,7aR)-7-hydroxy-2,2-dimethyl-6-methylsulfanyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methyl benzoate | 1169765-80-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(3aS,4R,6S,7R,7aR)-7-hydroxy-2,2-dimethyl-6-methylsulfanyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methyl benzoate
• CAS: 1169765-80-3
• 化学式: C₁₇H₂₂O₆S
• 分子量: 354.424
• InChiKey: KQXUALVHKRYMJB-SSZWKKLZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  99.5
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-azidopropyl p-methoxybenzyl ether 、 [(3aS,4R,6S,7R,7aR)-7-hydroxy-2,2-dimethyl-6-methylsulfanyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methyl benzoate 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以91%的产率得到
  参考文献：
  名称：

  Synthesis of prospective disaccharide ligands for Escherichia coli O157 verotoxin

  摘要：

  The synthesis of new potential ligands for Escherichia coli O157 verotoxin is reported, based on disaccharide fragments of the tetrasaccharide glycan portion of Gb(4) glycolipid. Intramolecular aglycone delivery was employed for the high-yielding and stereoselective production of the azidopropyl-tethered alpha-galactoside building block. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.131
• 作为产物：
  描述：

  苯甲酰腈 、 methyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside 在 三乙胺 作用下， 以92%的产率得到[(3aS,4R,6S,7R,7aR)-7-hydroxy-2,2-dimethyl-6-methylsulfanyl-4,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-4-yl]methyl benzoate
  参考文献：
  名称：

  Synthesis of prospective disaccharide ligands for Escherichia coli O157 verotoxin

  摘要：

  The synthesis of new potential ligands for Escherichia coli O157 verotoxin is reported, based on disaccharide fragments of the tetrasaccharide glycan portion of Gb(4) glycolipid. Intramolecular aglycone delivery was employed for the high-yielding and stereoselective production of the azidopropyl-tethered alpha-galactoside building block. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.02.131

文献信息

• Synthesis of prospective disaccharide ligands for Escherichia coli O157 verotoxin
  作者：Christian Bernlind、Steven W. Homans、Robert A. Field

  DOI：10.1016/j.tetlet.2009.02.131

  日期：2009.7

  The synthesis of new potential ligands for Escherichia coli O157 verotoxin is reported, based on disaccharide fragments of the tetrasaccharide glycan portion of Gb(4) glycolipid. Intramolecular aglycone delivery was employed for the high-yielding and stereoselective production of the azidopropyl-tethered alpha-galactoside building block. (C) 2009 Elsevier Ltd. All rights reserved.