(3R,4R,6S)-4-O-benzyloxy-6-hydroxy-3-O-p-methoxybenzyloxynona-1,8-diene | 1352406-20-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (3R,4R,6S)-4-O-benzyloxy-6-hydroxy-3-O-p-methoxybenzyloxynona-1,8-diene
• 英文别名: (4S,6R,7R)-7-[(4-methoxyphenyl)methoxy]-6-phenylmethoxynona-1,8-dien-4-ol
• CAS: 1352406-20-2
• 化学式: C₂₄H₃₀O₄
• 分子量: 382.5
• InChiKey: HNVASHHOVNRUFG-QPTUXGOLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 3-O-benzyl-2,6-dideoxy-6-iodo-4-O-p-methoxybenzyl-D-glucopyranoside 在 pre-activated Zn dust 作用下， 以 四氢呋喃 、 乙醚 、 水 、 正戊烷 为溶剂， 反应 25.5h， 生成 (3R,4R,6R)-4-O-benzyloxy-6-hydroxy-3-O-p-methoxybenzyloxynona-1,8-diene 、 (3R,4R,6S)-4-O-benzyloxy-6-hydroxy-3-O-p-methoxybenzyloxynona-1,8-diene
  参考文献：
  名称：

  Chiral pool synthesis of calystegine A3 from 2-deoxyglucose via a Brown allylation

  摘要：

  Calystegine A(3) is a naturally occurring nortropane iminosugar of which there previously have been three total syntheses. Inspired by our previous work we here report on a fourth approach using 17 steps from 2-deoxy-D-glucose applying a diastereoselective allylation protocol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2011.10.025

文献信息

• Chiral pool synthesis of calystegine A3 from 2-deoxyglucose via a Brown allylation
  作者：Tina Secher Rasmussen、Henrik Helligsø Jensen

  DOI：10.1016/j.carres.2011.10.025

  日期：2011.12

  Calystegine A(3) is a naturally occurring nortropane iminosugar of which there previously have been three total syntheses. Inspired by our previous work we here report on a fourth approach using 17 steps from 2-deoxy-D-glucose applying a diastereoselective allylation protocol. (C) 2011 Elsevier Ltd. All rights reserved.