((2R,3S,4R,6S)-4-Benzyloxy-3,6-dimethoxy-tetrahydro-pyran-2-yl)-methanol | 914924-80-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ((2R,3S,4R,6S)-4-Benzyloxy-3,6-dimethoxy-tetrahydro-pyran-2-yl)-methanol
• CAS: 914924-80-4
• 化学式: C₁₅H₂₂O₅
• 分子量: 282.337
• InChiKey: YKIVAJVNVZJCIK-KBXIAJHMSA-N

物化性质

• 沸点：
  398.3±42.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.34
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  57.15
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  ((2R,3S,4R,6S)-4-Benzyloxy-3,6-dimethoxy-tetrahydro-pyran-2-yl)-methanol 在 palladium on activated charcoal 咪唑 、 氢气 、 碘 、 mercury(II) trifluoroacetate 、 sodium hydride 、 甲基磺酰氯 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 (2S,3R)-3-Benzyloxy-2-methoxy-cyclohexanone
  参考文献：
  名称：

  Novel γ-secretase inhibitors discovered by library screening of in-house synthetic natural product intermediates

  摘要：

  Screening of our in-house compound library comprised of intermediates of natural product synthesis projects resulted in discovering two novel gamma-secretase inhibitors, which coincidently had similar moieties, that is, cyclohexenone and two aryl groups arranged on the core six-membered ring. Structure-activity relationship studies of these compounds were also developed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.025
• 作为产物：
  描述：

  (2R,3S,4R,6S)-4-Benzyloxy-3,6-dimethoxy-2-trityloxymethyl-tetrahydro-pyran 在 camphor-10-sulfonic acid 作用下， 以 甲醇 为溶剂， 生成 ((2R,3S,4R,6S)-4-Benzyloxy-3,6-dimethoxy-tetrahydro-pyran-2-yl)-methanol
  参考文献：
  名称：

  Novel γ-secretase inhibitors discovered by library screening of in-house synthetic natural product intermediates

  摘要：

  Screening of our in-house compound library comprised of intermediates of natural product synthesis projects resulted in discovering two novel gamma-secretase inhibitors, which coincidently had similar moieties, that is, cyclohexenone and two aryl groups arranged on the core six-membered ring. Structure-activity relationship studies of these compounds were also developed. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.025