benzyl 4-O-acetyl-2-O-benzyl-β-L-arabinopyranoside | 799795-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: benzyl 4-O-acetyl-2-O-benzyl-β-L-arabinopyranoside
• 英文别名: [(3S,4S,5R,6S)-4-hydroxy-5,6-bis(phenylmethoxy)oxan-3-yl] acetate
• CAS: 799795-10-1
• 化学式: C₂₁H₂₄O₆
• 分子量: 372.418
• InChiKey: ANEDSHDBPOLTKD-BURNTYAHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl 4-O-acetyl-2-O-benzyl-β-L-arabinopyranoside 、 O-(3,4-di-O-benzyl-2-O-p-methoxybenzoyl-D-xylopyranosyl)-trichloroacetimidate 在 4 A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以74%的产率得到benzyl 2-O-p-methoxybenzoyl-3,4-di-O-benzyl-β-D-xylopyranosyl-(1->3)-4-O-acetyl-2-O-benzyl-β-L-arabinopyranoside
  参考文献：
  名称：

  Studies Towards the Synthesis of the β‐D‐Xyl‐(1 → 3)‐L‐ara Disaccharide Moiety of OSW‐1 from Ornithogalum saundersiae

  摘要：

  The OSW-1 disaccharide having 2-O-p-methoxybenzoyl-beta-D-xylopyranosyl-(1 --> 3)-L-arabinopyranoside structure was obtained as the benzylated 4-O-acetyl derivative 19. Also, the 4,2'-di-O-acetate 18 was synthesized by a short synthetic approach. The arabinose acceptor 15 was obtained in a three step-one pot sequence from easily available benzyl beta-L-arabinopyranoside.

  DOI：

  10.1081/car-200029997
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以3.696 g的产率得到benzyl 4-O-acetyl-2-O-benzyl-β-L-arabinopyranoside
  参考文献：
  名称：

  Studies Towards the Synthesis of the β‐D‐Xyl‐(1 → 3)‐L‐ara Disaccharide Moiety of OSW‐1 from Ornithogalum saundersiae

  摘要：

  The OSW-1 disaccharide having 2-O-p-methoxybenzoyl-beta-D-xylopyranosyl-(1 --> 3)-L-arabinopyranoside structure was obtained as the benzylated 4-O-acetyl derivative 19. Also, the 4,2'-di-O-acetate 18 was synthesized by a short synthetic approach. The arabinose acceptor 15 was obtained in a three step-one pot sequence from easily available benzyl beta-L-arabinopyranoside.

  DOI：

  10.1081/car-200029997