allyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)]-2-O-benzoyl-α-D-glucopyranoside | 844888-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: allyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)]-2-O-benzoyl-α-D-glucopyranoside
• CAS: 844888-16-0
• 化学式: C₆₉H₆₅ClO₂₅
• 分子量: 1329.71
• InChiKey: AXGKQKKLGFZRIG-DEWDWZETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.76
• 重原子数：
  95.0
• 可旋转键数：
  26.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  312.31
• 氢给体数：
  1.0
• 氢受体数：
  25.0

反应信息

• 作为反应物：
  描述：

  allyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)]-2-O-benzoyl-α-D-glucopyranoside 在 2,4-二甲基吡啶 、 硫脲 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 为溶剂， 反应 20.0h， 生成 allyl 4,6-di-O-acetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)]-4-O-acetyl-2-O-benzoyl-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of heptasaccharide and nonasaccharide analogues of the lentinan repeating unit

  摘要：

  The allyl glycoside beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp(1 --> 6)]-alpha-D-Glcp (18) and the acetonyl glycoside of beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-alpha-D-Glcp (28) were synthesized as analogues of the lentinan heptaose repeating unit. 4,6-O-Benzylidenated monosaccharide donor 3 and 4,6-0-benzylidenated tetrasaccharide acceptor 14 were used to ensure the P-linkage in the synthesis of 18, while 4,6-0-benzylidenated disaccharide acceptor 20, and 4,6-0-benzylidenated disaccharide donors 21 and 24 were used to ensure the beta-linkage in the synthesis of 28. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.005
• 作为产物：
  描述：

  allyl 4,6-di-O-acetyl-3-O-chloroacetyl-2-O-benzoyl-β-D-glucopyranosyl-(1->3)-2-O-benzoyl-4,6-O-benzylidene-α-D-glucopyranoside 在 三氟甲磺酸三甲基硅酯 、 4 A molecular sieve 、 对甲苯磺酸 、 乙二醇 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 4.0h， 生成 allyl 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-[2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1->6)]-2-O-benzoyl-α-D-glucopyranoside
  参考文献：
  名称：

  Synthesis of heptasaccharide and nonasaccharide analogues of the lentinan repeating unit

  摘要：

  The allyl glycoside beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp(1 --> 6)]-alpha-D-Glcp (18) and the acetonyl glycoside of beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-beta-D-Glcp-(1 --> 3)-beta-D-Glcp-(1 --> 3)-[beta-D-Glcp-(1 --> 6)]-alpha-D-Glcp (28) were synthesized as analogues of the lentinan heptaose repeating unit. 4,6-O-Benzylidenated monosaccharide donor 3 and 4,6-0-benzylidenated tetrasaccharide acceptor 14 were used to ensure the P-linkage in the synthesis of 18, while 4,6-0-benzylidenated disaccharide acceptor 20, and 4,6-0-benzylidenated disaccharide donors 21 and 24 were used to ensure the beta-linkage in the synthesis of 28. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.11.005