4-pentenyl S-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-3,4,6-tri-O-acetyl-6-thio-β-D-galactopyranoside | 1091628-46-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-pentenyl S-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-3,4,6-tri-O-acetyl-6-thio-β-D-galactopyranoside
• 英文别名: methyl (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-[[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-pent-4-enoxyoxan-2-yl]methylsulfanyl]-6-[(1S,2R)-1,2,3-triacetyloxypropyl]oxane-2-carboxylate
• CAS: 1091628-46-4
• 化学式: C₃₇H₅₃NO₂₀S
• 分子量: 863.889
• InChiKey: MCEJEVUVFHSFAU-SCBUFOEJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  59
• 可旋转键数：
  28
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  293
• 氢给体数：
  1
• 氢受体数：
  21

反应信息

• 作为产物：
  描述：

  4-pentenyl 2,3,4-tri-O-acetyl-6-bromo-6-deoxy-β-D-galactopyranoside 、 乙酸酐 、 2-Thiosialic acid methyl ester peracetate 在 methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate 、 potassium carbonate 、 吡啶 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 66.0h， 以42.5%的产率得到4-pentenyl S-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosylonate)-(2->6)-3,4,6-tri-O-acetyl-6-thio-β-D-galactopyranoside
  参考文献：
  名称：

  Use of a recycle-type SEC method as a powerful tool for purification of thiosialoside derivatives

  摘要：

  An efficient separation between fully acetylated thiosialoside methyl esters and fully acetylated Neu5A-c2en methyl esters was accomplished by means of a size-exclusion chromatography (SEC) method. Purity determinations and structural elucidation of the isolated compounds were performed by a combination of elemental analyses and spectroscopic analyses, including IR, H-1, and C-13 NMR, and mass spectroscopic analyses. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2008.05.014