[(2S,3R,4S,5S)-2-acetyloxy-4-hydroxy-5-[(4-methoxyphenyl)methoxy]oxan-3-yl] acetate | 1005789-61-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2S,3R,4S,5S)-2-acetyloxy-4-hydroxy-5-[(4-methoxyphenyl)methoxy]oxan-3-yl] acetate
• CAS: 1005789-61-6
• 化学式: C₁₇H₂₂O₈
• 分子量: 354.357
• InChiKey: RIXNMTSTCIXOAE-NXOAAHMSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  [(2S,3R,4S,5S)-2-acetyloxy-4-hydroxy-5-[(4-methoxyphenyl)methoxy]oxan-3-yl] acetate 、 Bz(4-OMe)(-2)[Mob(-3)][Mob(-4)]Xyl-O-C(NH)CCl3 在 4 A molecular sieve 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以80%的产率得到Bz(4-OMe)(-2)[Mob(-3)][Mob(-4)]Xyl(b1-3)[Mob(-4)]a-Ara1Ac2Ac
  参考文献：
  名称：

  A Total Synthesis of OSW-1

  摘要：

  [GRAPHICS]A new and practical method was developed to synthesize OSW-1, a natural saponin with potent antitumor activities, from (+)-dehydroisoandrosterone, L-arabinose, and D-xylose on gram scale. The synthesis was achieved in 10 linear steps with an overall yield of 6.4% starting from (+)-dehydroisoandrosterone.

  DOI：

  10.1021/jo7018812
• 作为产物：
  描述：

  (3aR,6S,7S,7aR)-2-methoxy-6-[(4-methoxyphenyl)methoxy]-2-methyl-5,6,7,7a-tetrahydro-3aH-[1,3]dioxolo[4,5-b]pyran-7-ol 、 溶剂黄146 反应 1.0h， 以6.0 g的产率得到[(2S,3R,4S,5S)-2-acetyloxy-4-hydroxy-5-[(4-methoxyphenyl)methoxy]oxan-3-yl] acetate
  参考文献：
  名称：

  A Total Synthesis of OSW-1

  摘要：

  [GRAPHICS]A new and practical method was developed to synthesize OSW-1, a natural saponin with potent antitumor activities, from (+)-dehydroisoandrosterone, L-arabinose, and D-xylose on gram scale. The synthesis was achieved in 10 linear steps with an overall yield of 6.4% starting from (+)-dehydroisoandrosterone.

  DOI：

  10.1021/jo7018812