phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside | 679800-20-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside
• 英文别名: Glc2Ac3Ac4Ac6Ac(b1-2)[Rha2Ac3Ac4Ac(a1-6)][Bn(-3)]Glc(b)-SPh；[(2R,3R,4S,5R,6S)-3,4,5-triacetyloxy-6-[(2S,3R,4S,5R,6R)-5-hydroxy-4-phenylmethoxy-2-phenylsulfanyl-6-[[(2R,3R,4R,5S,6S)-3,4,5-triacetyloxy-6-methyloxan-2-yl]oxymethyl]oxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 679800-20-5
• 化学式: C₄₅H₅₆O₂₁S
• 分子量: 964.993
• InChiKey: KQHOZCTZYFLNEB-IFNXQYOXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  67
• 可旋转键数：
  25
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  285
• 氢给体数：
  1
• 氢受体数：
  22

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside 在 吡啶 作用下， 反应 12.0h， 以100%的产率得到phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-4-O-acetyl-3-O-benzyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  First Synthesis of a Trisaccharide of Glycosylkaemferide: A Resistance Factor in Carnations

  摘要：

  A trisaccharide, phenyl beta-D-glucopyranosyl-(1 --> 2)-[alpha-L-rhamnopyranosyl-(1 --> 6)]-1-thio-beta-D-glucopyranoside, of glycosylkaemferide, a resistance factor in carnations, was synthesized in a practical way.

  DOI：

  10.1081/scc-120027259
• 作为产物：
  描述：

  1,2,3,4-tetra-O-acetyl-L-rhamnopyranose 在 三氟化硼乙醚 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 肼 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 phenyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-[2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl-(1->6)]-3-O-benzyl-1-thio-β-D-glucopyranoside
  参考文献：
  名称：

  First Synthesis of a Trisaccharide of Glycosylkaemferide: A Resistance Factor in Carnations

  摘要：

  A trisaccharide, phenyl beta-D-glucopyranosyl-(1 --> 2)-[alpha-L-rhamnopyranosyl-(1 --> 6)]-1-thio-beta-D-glucopyranoside, of glycosylkaemferide, a resistance factor in carnations, was synthesized in a practical way.

  DOI：

  10.1081/scc-120027259