rel-(3R,4S)-2,3,4,6-四氢-3,4-二羟基-2,2-二甲基-5H-吡喃并[3,2-c]喹啉-5-酮 | 99964-48-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: rel-(3R,4S)-2,3,4,6-四氢-3,4-二羟基-2,2-二甲基-5H-吡喃并[3,2-c]喹啉-5-酮
• 英文名称: (+/-)-3r,4t-dihydroxy-2,2-dimethyl-2,3,4,6-tetrahydro-pyrano[3,2-c]quinolin-5-one
• 英文别名: (+/-)-3r,4t-Dihydroxy-2,2-dimethyl-2,3,4,6-tetrahydro-pyrano[3,2-c]chinolin-5-on；(3R,4S)-3,4-dihydroxy-2,2-dimethyl-4,6-dihydro-3H-pyrano[3,2-c]quinolin-5-one
• CAS: 99964-48-4；100019-41-8；100019-42-9
• 化学式: C₁₄H₁₅NO₄
• 分子量: 261.277
• InChiKey: YMCSHVSFEJVFLF-CMPLNLGQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  78.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-二甲基-2,6-二氢-吡喃并[3,2-c]喹啉-5-酮 在 二甲基二环氧乙烷 作用下， 以 水 、 丙酮 为溶剂， 反应 2.0h， 以66%的产率得到rel-(3R,4S)-2,3,4,6-四氢-3,4-二羟基-2,2-二甲基-5H-吡喃并[3,2-c]喹啉-5-酮
  参考文献：
  名称：

  Efficient one-pot trans-dihydroxylation of 2H-pyrans using dimethyldioxirane (DMD): synthesis of trans-3,4-dihydroxy-3,4-dihydro-O-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin natural products

  摘要：

  An efficient one-pot formation of trans-diols on 2H-pyranyl rings was achieved by dimethyldioxirane in wet acetone. This new methodology was applied to the synthesis of natural products containing trans-diol on the pyranyl rings such as trans-3,4-dihydroxy-3,4-dihydro-0-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.07.022

文献信息

• Brown et al., Australian Journal of Chemistry, 1954, vol. 7, p. 348,369
  作者：Brown et al.

  DOI：——

  日期：——
• Efficient one-pot trans-dihydroxylation of 2H-pyrans using dimethyldioxirane (DMD): synthesis of trans-3,4-dihydroxy-3,4-dihydro-O-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin natural products
  作者：Xue Wang、Yong Rok Lee

  DOI：10.1016/j.tetlet.2007.07.022

  日期：2007.9

  An efficient one-pot formation of trans-diols on 2H-pyranyl rings was achieved by dimethyldioxirane in wet acetone. This new methodology was applied to the synthesis of natural products containing trans-diol on the pyranyl rings such as trans-3,4-dihydroxy-3,4-dihydro-0-methyloctandreolones, orixalone D, and trans-3,4-dihydroxy-3,4-dihydromollugin. (c) 2007 Elsevier Ltd. All rights reserved.