ethyl-1-deoxy-1-ethylsulfonato-3,4,5-tri-O-methyl-2-thio-α-L-fuco-hept-2-ulopyranoside | 286860-85-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: ethyl-1-deoxy-1-ethylsulfonato-3,4,5-tri-O-methyl-2-thio-α-L-fuco-hept-2-ulopyranoside
• 英文别名: ethyl [(2R,3S,4R,5R,6S)-2-ethylsulfanyl-3,4,5-trimethoxy-6-methyloxan-2-yl]methanesulfonate
• CAS: 286860-85-3
• 化学式: C₁₄H₂₈O₇S₂
• 分子量: 372.504
• InChiKey: KJMFYLJPNJNAII-ZSLBOAEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  114
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  ethyl-1-deoxy-1-ethylsulfonato-3,4,5-tri-O-methyl-2-thio-α-L-fuco-hept-2-ulopyranoside 、 1,2-(2',6'-di-O-benzyl-β-D-galactopyranosyloxy)-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane 在 4 A molecular sieve 、 三氟甲烷磺酸甲酯 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以52%的产率得到1,2-[2',6'-di-O-benzyl-3-O-(3'',4'',5''-tri-O-methyl-1''-deoxy-1''-ethylsulfonato-α-L-fuco-hept-2''-ulopyranosyl)-β-D-galactopyranosyloxy]-(2,3,4-tri-O-benzyl-α-L-fucopyranosyloxy)ethane
  参考文献：
  名称：

  Sulfonic acid analogues of the sialyl Lewis X tetrasaccharide

  摘要：

  Sulfonomethyl mimics of 2-ulosonic acids were prepared by addition of the ethyl methanesulfonate carbanion on aldonolactone derivatives, and these were converted into new analogues of the sialyl Lewis X tetrasaccharide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00564-9
• 作为产物：
  描述：

  2,3,4-tri-O-methyl-L-fucono-1,5-lactone 在 三氟化硼乙醚 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.75h， 生成 ethyl-1-deoxy-1-ethylsulfonato-3,4,5-tri-O-methyl-2-thio-α-L-fuco-hept-2-ulopyranoside
  参考文献：
  名称：

  Sulfonic acid analogues of the sialyl Lewis X tetrasaccharide

  摘要：

  Sulfonomethyl mimics of 2-ulosonic acids were prepared by addition of the ethyl methanesulfonate carbanion on aldonolactone derivatives, and these were converted into new analogues of the sialyl Lewis X tetrasaccharide. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00564-9

文献信息

• Sulfonic acid analogues of the sialyl Lewis X tetrasaccharide
  作者：Anikó Borbás、Gabriella Szabovik、Zsuzsa Antal、Krisztina Fehér、Magda Csávás、László Szilágyi、Pál Herczegh、András Lipták

  DOI：10.1016/s0957-4166(99)00564-9

  日期：2000.2

  Sulfonomethyl mimics of 2-ulosonic acids were prepared by addition of the ethyl methanesulfonate carbanion on aldonolactone derivatives, and these were converted into new analogues of the sialyl Lewis X tetrasaccharide. (C) 2000 Elsevier Science Ltd. All rights reserved.