benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-arabinopyranoside | 710282-01-2

• 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: benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-arabinopyranoside
• 英文别名: Glc2Ac3Ac4Ac6Ac(b1-2)[Glc2Ac3Ac4Ac6Ac(b1-4)][Mob(-3)]Ara(a)-O-Bn；[(2R,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-[(3S,4S,5R,6R)-4-[(4-methoxyphenyl)methoxy]-6-phenylmethoxy-5-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxyoxan-3-yl]oxyoxan-2-yl]methyl acetate
• CAS: 710282-01-2
• 化学式: C₄₈H₆₀O₂₄
• 分子量: 1020.99
• InChiKey: UNOJZQONJJTYBO-XYCPCUTBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  72
• 可旋转键数：
  29
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  284
• 氢给体数：
  0
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-arabinopyranoside 在 ammonium cerium(IV) nitrate 、 sodium methylate 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 3.5h， 生成 benzyl β-D-glucopyranosyl-(1->2)-4-O-(β-D-glucopyranosyl)-α-L-arabinopyranoside
  参考文献：
  名称：

  Synthesis of l-arabinose-containing fragments of the oat root saponin Avenacin A-1

  摘要：

  Chemical syntheses of two disaccharides, benzyl beta-D-glucopyranosyl-(1 --> 2)-alpha-L-arabinopyranoside (1) and benzyl beta-D-glucopyranosyl-(1 --> 4)-alpha-L-arabinopyranoside (2), and a trisaccharide, benzyl beta-D-glucopyranosyl-(1 --> 2)-3-O-acetyl-4-O-(beta-D-glucopyranosyl)-alpha-L-arabinopyranoside (3), related to oat root triterpenoid saponin Avenacin A-1 are reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.02.021
• 作为产物：
  描述：

  4-甲氧基氯苄 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 、 二正丁基氧化锡 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 19.67h， 生成 benzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl-(1->2)-3-O-(4-methoxybenzyl)-4-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-α-L-arabinopyranoside
  参考文献：
  名称：

  Synthesis of l-arabinose-containing fragments of the oat root saponin Avenacin A-1

  摘要：

  Chemical syntheses of two disaccharides, benzyl beta-D-glucopyranosyl-(1 --> 2)-alpha-L-arabinopyranoside (1) and benzyl beta-D-glucopyranosyl-(1 --> 4)-alpha-L-arabinopyranoside (2), and a trisaccharide, benzyl beta-D-glucopyranosyl-(1 --> 2)-3-O-acetyl-4-O-(beta-D-glucopyranosyl)-alpha-L-arabinopyranoside (3), related to oat root triterpenoid saponin Avenacin A-1 are reported. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2004.02.021