(2S,3R)-3-Benzyloxy-5-hydroxy-2-methoxy-cyclohexanone | 902151-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2S,3R)-3-Benzyloxy-5-hydroxy-2-methoxy-cyclohexanone
• 英文别名: (2S,3R)-3-(benzyloxy)-5-hydroxy-2-methoxycyclohexanone；(2S,3R)-5-hydroxy-2-methoxy-3-phenylmethoxycyclohexan-1-one
• CAS: 902151-29-5
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: QNWDVNARNWRTHV-HIDCPEKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-Benzyloxy-5-hydroxy-2-methoxy-cyclohexanone 在 palladium on activated charcoal 氢气 、 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 、 乙酸乙酯 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：

  (2S,3S,4R,6S)-4-Benzyloxy-2-iodomethyl-3,6-dimethoxy-tetrahydro-pyran 在 mercury(II) trifluoroacetate 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 (2S,3R)-3-Benzyloxy-5-hydroxy-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

文献信息

• Novel γ-secretase inhibitors discovered by library screening of in-house synthetic natural product intermediates
  作者：Yasuko Takahashi、Haruhiko Fuwa、Akane Kaneko、Makoto Sasaki、Satoshi Yokoshima、Hifumi Koizumi、Tohru Takebe、Toshiyuki Kan、Takeshi Iwatsubo、Taisuke Tomita、Hideaki Natsugari、Tohru Fukuyama

  DOI：10.1016/j.bmcl.2006.04.025

  日期：2006.7

  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.