O-(2,6-di-O-acetyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose | 114262-33-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O-(2,6-di-O-acetyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose
• CAS: 114262-33-8
• 化学式: C₆₁H₇₀N₂O₃₂
• 分子量: 1343.22
• InChiKey: UGROOOIVBJBSEJ-IBMQKYFMSA-N

物化性质

• 密度：
  1.50±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.21
• 重原子数：
  95.0
• 可旋转键数：
  21.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  414.76
• 氢给体数：
  1.0
• 氢受体数：
  32.0

反应信息

• 作为反应物：
  描述：

  O-(2,6-di-O-acetyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose 生成
  参考文献：
  名称：

  Synthesis of an octasaccharide fragment of the polylactosamine series by a blockwise approach

  摘要：

  DOI：

  10.1016/s0040-4039(00)95508-4
• 作为产物：
  描述：

  benzyl O-(2,6-di-O-acetyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranoside 在 palladium on activated charcoal 、 环己烯 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以90%的产率得到O-(2,6-di-O-acetyl-3,4-isopropylidene-β-D-galactopyranosyl)-(1->4)-O-(3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranosyl)-(1->3)-O-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-3,6-di-O-acetyl-2-deoxy-2-phthalimido-β-D-glucopyranose
  参考文献：
  名称：

  Syntheses of linear tetra-, hexa-, and octa-saccharide fragments of the i-blood group active poly-(N-acetyl-lactosamine) series. Blockwise methods for the synthesis of repetitive oligosaccharide sequences

  摘要：

  N-Phthaloylation of lactosamine gave various glycosyl donors (beta-chloride, beta-trichloroacetimidate) and glycosyl acceptors (3',4'-diol). Coupling of the chloride with a methyl beta-D-glycoside led to the tetrasaccharide fragment, beta-D-Galp-(1----4)-beta-D-GlcpNac-(1----3)-beta-D-Galp-(1----4)- beta-D-GlcpNAcOMe. Acetolysis of the protected tetrasaccharide, followed by treatment with hydrogen chloride, gave a tetrasaccharide chloride which was coupled with the methyl beta-glycoside of lactosamine. A hexasaccharide fragment, [beta-D-Galp-(1----4)-beta-D-GlcpNAc-(1----3)]2-beta-D-Galp-(1----4)-bet a- D-GlcpNAcOMe, was thus obtained by this ("n + 1") method. A more efficient ("n + n") method was applied for the synthesis of an octasaccharide fragment, [beta-D-Galp-(1----4)-beta-D-GlcpNAc-(1----3)]3-beta-D-Galp- (1----4)-beta-D-GlcpNAcOMe (38), where di- and tetra-saccharide intermediates having a 3,4-O-isopropylidene-beta-D-galactopyranosyl nonreducing terminal group and a benzyl beta-D-glycoside group were precursors, either as glycosyl donors (beta-trichloroacetimidates) or glycosyl acceptors (3,4-diols as nonreducing terminal groups). Thus, doubling the length of the repetitive oligosaccharide sequence could be efficiently accomplished at each glycosylation step.

  DOI：

  10.1016/0008-6215(90)80002-k