cis-2,3-dimethylthiolane | 5161-77-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 硫杂环戊烷
• 英文名称: cis-2,3-dimethylthiolane
• 英文别名: (2S,3S)-2,3-dimethylthiolane
• CAS: 5161-77-3
• 化学式: C₆H₁₂S
• 分子量: 116.227
• InChiKey: PQAQKWCWCGKBDS-WDSKDSINSA-N

物化性质

• 熔点：
  -82.87°C (estimate)
• 沸点：
  167.34°C (estimate)
• 密度：
  0.918

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cis-2,3-dimethylthiolane 、 碘甲烷 以 乙醇 为溶剂， 生成 1,trans-2,trans-3-trimethylthiolanium iodide 、 1,cis-2,cis-3-trimethylthiolanium iodide
  参考文献：
  名称：

  13C chemical shifts and conformational analysis ofS-methylthiolanium cations

  摘要：

  AbstractThe 13C NMR spectra of all cations obtained by methylation at sulphur of the mono‐and dimethylthiolanes are reported. The methyl substituent on sulphur affects the shieldings of the adjacent carbons in a manner which allows easy identification of the cis and trans isomers. For most compounds the 13C pattern is consistent with a half‐chair ring conformation with maximum staggering at C‐3, C‐4. Only with methyl groups at the 1,2‐or 1,2,3‐positions is the half‐chair appreciably deformed. It is suggested that in these cases the preferred conformation is a quasi‐envelope with C‐3 at the top.

  DOI：

  10.1002/mrc.1270150115
• 作为产物：
  描述：

  2-甲基四氢噻吩 、 甲基碘化镁 在 N-氯代丁二酰亚胺 作用下， 生成 trans-2,3-dimethylthiolane 、 cis-2,3-dimethylthiolane 、 trans-2,4-dimethylthiolane 、 cis-2,4-dimethylthiolane
  参考文献：
  名称：

  13C chemical shifts and conformational analysis of methyl substituted thiacyclopentanes

  摘要：

  AbstractThe 13C NMR spectra of thiacyclopentane (thiolane) and its mono‐ and dimethyl derivatives at positions other than the heteroatom are reported. The 13C shieldings are found to be consistent with a description of these compounds in terms of equilibria between half‐chair conformers. An attempt has been made to establish the axial or equatorial preference of methyl groups adjacent to, or removed from, the sulphur atom in these systems. In agreement with previous observations on thiacyclohexanes (thianes), the conformational preference of a methyl group for the equatorial orientation is greater at the β than at the α position.

  DOI：

  10.1002/mrc.1270130414

文献信息

• [EN] 3-AMINO-1,5-DIHYDRO-PYRAZOLO[3,4-D]PYRIMIDIN-4-ONES AS CYCLIN DEPENDENT KINASE INHIBITORS<br/>[FR] 3-AMINO-1,5-DIHYDRO-PYRAZOLO[3,4-D] PYRIMIDIN-4-ONES EN TANT QU'INHIBITEURS DE KINASES DÉPENDANTES DES CYCLINES
  申请人：ONCOTYROL CENTER FOR PERSONALIZED CANCER MEDICINE GMBH

  公开号：WO2018099952A1

  公开（公告）日：2018-06-07

  The present invention relates to 3-amino-pyrazolo[3,4-d]pyrimidin-4-ones particularly useful as cyclin dependent kinase (CDK) inhibitors, pharmaceutical compositions comprising the same and the use thereof in particular in the prophylaxis and/or treatment of cancer and other proliferative diseases. Furthermore the present invention relates to processes for the synthesis of said 3-amino-pyrazolo[3,4d]pyrimidin-4-ones and intermediates to be used in the processes of the present invention.

  本发明涉及3-氨基吡唑并[3,4-d]嘧啶-4-酮，特别是作为细胞周期蛋白依赖性激酶（CDK）抑制剂，包含其的制药组合物以及在预防和/或治疗癌症和其他增生性疾病方面的应用。此外，本发明还涉及用于合成所述3-氨基吡唑并[3,4-d]嘧啶-4-酮的过程和用于本发明过程中的中间体。
• 13C chemical shifts and conformational analysis of methyl substituted thiacyclopentanes
  作者：G. Barbarella、P. Dembech

  DOI：10.1002/mrc.1270130414

  日期：1980.4

  AbstractThe 13C NMR spectra of thiacyclopentane (thiolane) and its mono‐ and dimethyl derivatives at positions other than the heteroatom are reported. The 13C shieldings are found to be consistent with a description of these compounds in terms of equilibria between half‐chair conformers. An attempt has been made to establish the axial or equatorial preference of methyl groups adjacent to, or removed from, the sulphur atom in these systems. In agreement with previous observations on thiacyclohexanes (thianes), the conformational preference of a methyl group for the equatorial orientation is greater at the β than at the α position.
• 13C chemical shifts and conformational analysis ofS-methylthiolanium cations
  作者：G. Barbarella、P. Dembech

  DOI：10.1002/mrc.1270150115

  日期：1981.1

  AbstractThe 13C NMR spectra of all cations obtained by methylation at sulphur of the mono‐and dimethylthiolanes are reported. The methyl substituent on sulphur affects the shieldings of the adjacent carbons in a manner which allows easy identification of the cis and trans isomers. For most compounds the 13C pattern is consistent with a half‐chair ring conformation with maximum staggering at C‐3, C‐4. Only with methyl groups at the 1,2‐or 1,2,3‐positions is the half‐chair appreciably deformed. It is suggested that in these cases the preferred conformation is a quasi‐envelope with C‐3 at the top.

表征谱图