4-methoxyphenyl (3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside | 1203549-91-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-methoxyphenyl (3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
• CAS: 1203549-91-0
• 化学式: C₇₉H₈₄O₁₈
• 分子量: 1321.53
• InChiKey: GFLXRRUFXCPTSS-CZPAVGOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.41
• 重原子数：
  97.0
• 可旋转键数：
  32.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  173.98
• 氢给体数：
  0.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  4-methoxyphenyl (3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 在 水 、 sodium acetate 、 溶剂黄146 、 palladium dichloride 作用下， 反应 12.0h， 以77%的产率得到4-methoxyphenyl (2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  Concise Synthesis of a Hexasaccharide Related to the Adhesin Receptor of Streptococcus oralis ATCC 55229

  摘要：

  A concise synthesis of a hexasaccharide related to the adhesin receptor of Streptococcus oralis ATCC 55229 (previously characterized as Streptococcus sanguis H1) has been achieved in excellent yield. A general glycosylation condition has been used throughout the synthetic scheme. All glycosylation steps and protecting group functionalization steps are high yielding and suitable for scale-up preparation.

  DOI：

  10.1080/07328300903261554
• 作为产物：
  描述：

  4-methoxyphenyl (4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside 、 ethyl 3-O-allyl-2-O-benzyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside 在 N-碘代丁二酰亚胺 、 三氟甲磺酸三甲基硅酯 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到4-methoxyphenyl (3-O-allyl-2-O-benzyl-4,6-O-benzylidene-α-D-galactopyranosyl)-(1->3)-(4-O-acetyl-2,6-di-O-benzyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-β-D-glucopyranoside
  参考文献：
  名称：

  Concise Synthesis of a Hexasaccharide Related to the Adhesin Receptor of Streptococcus oralis ATCC 55229

  摘要：

  A concise synthesis of a hexasaccharide related to the adhesin receptor of Streptococcus oralis ATCC 55229 (previously characterized as Streptococcus sanguis H1) has been achieved in excellent yield. A general glycosylation condition has been used throughout the synthetic scheme. All glycosylation steps and protecting group functionalization steps are high yielding and suitable for scale-up preparation.

  DOI：

  10.1080/07328300903261554