(3S)-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-10-hydroxy-8,9-dimethoxy-3,4-dihydrobenzo[g]isochromen-1-one | 1040924-91-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: (3S)-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-10-hydroxy-8,9-dimethoxy-3,4-dihydrobenzo[g]isochromen-1-one
• CAS: 1040924-91-1
• 化学式: C₂₃H₃₂O₆Si
• 分子量: 432.589
• InChiKey: BHUMLYXTQXMPDF-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (R)-6-(2-(tert-butyldimethylsilyloxy)ethyl)-5,6-dihydro-4-methoxy-2H-pyran-2-one 、 2,3-dimethoxy-6-methyl-benzoic acid methyl ester 在 lithium diisopropyl amide 作用下， 反应 0.5h， 以5%的产率得到(3S)-3-[2-[tert-butyl(dimethyl)silyl]oxyethyl]-10-hydroxy-8,9-dimethoxy-3,4-dihydrobenzo[g]isochromen-1-one
  参考文献：
  名称：

  Naphthopyranone synthesis via the tandem Michael–Dieckmann reaction of ortho-toluates with 5,6-dihydropyran-2-ones

  摘要：

  The tandem Michael-Dieckmann reaction between a series of ortho-toluates and the alpha,beta-unsaturated lactone 25 is described. The tandem reaction delivers substituted naphthopyranones in moderate (20-49%) yields, whilst limitations in the tolerance of this reaction for different substituents on the ortho-toluate are identified. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.04.112

文献信息

• Naphthopyranone synthesis via the tandem Michael–Dieckmann reaction of ortho-toluates with 5,6-dihydropyran-2-ones
  作者：Nichole P.H. Tan、Christopher D. Donner

  DOI：10.1016/j.tetlet.2008.04.112

  日期：2008.6

  The tandem Michael-Dieckmann reaction between a series of ortho-toluates and the alpha,beta-unsaturated lactone 25 is described. The tandem reaction delivers substituted naphthopyranones in moderate (20-49%) yields, whilst limitations in the tolerance of this reaction for different substituents on the ortho-toluate are identified. Crown Copyright (C) 2008 Published by Elsevier Ltd. All rights reserved.