4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranose | 844888-14-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranose
• 英文别名: Bz(-2)[ClAc(-3)]Glc4Ac6Ac(b1-3)[Bz(-2)]a-Glc4Ac6Ac；[(2S,3R,4S,5R,6R)-5-acetyloxy-4-[(2S,3R,4S,5R,6R)-5-acetyloxy-6-(acetyloxymethyl)-3-benzoyloxy-4-(2-chloroacetyl)oxyoxan-2-yl]oxy-6-(acetyloxymethyl)-2-hydroxyoxan-3-yl] benzoate
• CAS: 844888-14-8
• 化学式: C₃₆H₃₉ClO₁₈
• 分子量: 795.148
• InChiKey: CHBVAUGYGBNSRJ-BPAZNPJYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.41
• 重原子数：
  55.0
• 可旋转键数：
  14.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  232.02
• 氢给体数：
  1.0
• 氢受体数：
  18.0

反应信息

• 作为反应物：
  描述：

  4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranose 、 三氯乙腈 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以87%的产率得到4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate
  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 对甲苯磺酸 、 乙二醇 、 palladium dichloride 作用下， 以 吡啶 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 12.0h， 生成 4,6-di-O-acetyl-2-O-benzoyl-3-O-chloroacetyl-β-D-glucopyranosyl-(1->3)-4,6-di-O-acetyl-2-O-benzoyl-α-D-glucopyranose
  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