O-(3-O-allyl-6-O-levulinoyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-toluoyl-α-D-glucopyranosyl trichloroacetimidate | 187863-32-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: O-(3-O-allyl-6-O-levulinoyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-toluoyl-α-D-glucopyranosyl trichloroacetimidate
• CAS: 187863-32-7
• 化学式: C₁₁₇H₁₁₆Cl₃NO₃₃
• 分子量: 2170.55
• InChiKey: DZWBEOSJAZCFMB-OMMNWSSXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.69
• 重原子数：
  154.0
• 可旋转键数：
  41.0
• 环数：
  14.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  422.52
• 氢给体数：
  1.0
• 氢受体数：
  34.0

反应信息

• 作为反应物：
  描述：

  methyl O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-toluoyl-α-D-glucopyranoside 、 O-(3-O-allyl-6-O-levulinoyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-toluoyl-α-D-glucopyranosyl trichloroacetimidate 在 sodium methylate 、 silver trifluoromethanesulfonate 作用下， 生成 methyl O-(3-O-allyl-β-D-glucopyranosyl)-(1->6)-[O-(β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-β-D-glucopyranosyl)-(1->6)]3-O-β-D-glucopyranoside
  参考文献：
  名称：

  An efficient synthesis of methyl tetra-o-hexyl gentiooctaoside, an octaosyl analogue of ANP receptor antagonist HS-142-1

  摘要：

  Methyl O-(3-O-hexyl-beta-D-glucopyranosyl)-(1-->6)-[O-(beta-D-glucopyranosyl)-(1-->6)-O-(3-O-hexyl-beta-D-glucopyranosyl)-(1-->6)],-beta-D-glucopyranoside, a 3-O hexyl analogue of the octaosyl component of fungal lipooligosaccharide HS-142-1, was stereo- and regioselectively synthesized as a potent antagonist for the tetrameric atrial natriuretic peptide (ANP) receptors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00214-3
• 作为产物：
  描述：

  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 24.0h， 以100%的产率得到O-(3-O-allyl-6-O-levulinoyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(2,3,4-tri-O-toluoyl-β-D-glucopyranosyl)-(1->6)-O-(3-O-allyl-2,4-di-O-toluoyl-β-D-glucopyranosyl)-(1->6)-2,3,4-tri-O-toluoyl-α-D-glucopyranosyl trichloroacetimidate
  参考文献：
  名称：

  An efficient synthesis of methyl tetra-o-hexyl gentiooctaoside, an octaosyl analogue of ANP receptor antagonist HS-142-1

  摘要：

  Methyl O-(3-O-hexyl-beta-D-glucopyranosyl)-(1-->6)-[O-(beta-D-glucopyranosyl)-(1-->6)-O-(3-O-hexyl-beta-D-glucopyranosyl)-(1-->6)],-beta-D-glucopyranoside, a 3-O hexyl analogue of the octaosyl component of fungal lipooligosaccharide HS-142-1, was stereo- and regioselectively synthesized as a potent antagonist for the tetrameric atrial natriuretic peptide (ANP) receptors. Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0968-0896(96)00214-3