(R)-(+)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: (R)-(+)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one
• 英文别名: (10bR)-8,9-dimethoxy-6,10b-dihydro-5H-[1,3]thiazolo[2,3-a]isoquinolin-3-one
• 化学式: C₁₃H₁₅NO₃S
• 分子量: 265.333
• InChiKey: RLRKJEUXXGPDQH-CYBMUJFWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  64.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6,7-二甲氧基-3,4-二氢异喹啉 、 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl 2-mercaptoacetate 在 titanium(IV) isopropylate 作用下， 以 异丙醚 为溶剂， 反应 48.5h， 以49%的产率得到(R)-(+)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one
  参考文献：
  名称：

  Synthesis, crystal structure and oxidation of (R)-(+)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one

  摘要：

  (R)-(+)-8,9-Dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one 1 has been synthesized from 6,7-dimethoxy-3,4-dihydroisoquinoline and menthyl thioglycolate. Compound 1 was obtained in the enantiomerically pure form (mp 150-153degreesC, [alpha](D) +436) by a single crystallization of the crude reaction product (68% e.e.) from 96% ethanol. The absolute 10bR configuration was established by X-ray diffraction. Oxone oxidation of 1 resulted in a configurationally unstable dextrorotatory syn-sulfoxide 2 (mp 173-175degreesC, [alpha](D) +62.8). (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(02)00633-x

文献信息

• Synthesis, crystal structure and oxidation of (R)-(+)-8,9-dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one
  作者：M.D. Rozwadowska、A. Sulima、A. Gzella

  DOI：10.1016/s0957-4166(02)00633-x

  日期：2002.10

  (R)-(+)-8,9-Dimethoxy-6,10b-dihydro-5H-thiazolo[2,3-a]isoquinolin-3-one 1 has been synthesized from 6,7-dimethoxy-3,4-dihydroisoquinoline and menthyl thioglycolate. Compound 1 was obtained in the enantiomerically pure form (mp 150-153degreesC, [alpha](D) +436) by a single crystallization of the crude reaction product (68% e.e.) from 96% ethanol. The absolute 10bR configuration was established by X-ray diffraction. Oxone oxidation of 1 resulted in a configurationally unstable dextrorotatory syn-sulfoxide 2 (mp 173-175degreesC, [alpha](D) +62.8). (C) 2002 Elsevier Science Ltd. All rights reserved.