(4S,5S)-4-hydroxy-3,3-dimethyl-5-[(S)-3,3,3-trichloro-2-methylpropyl]-2-pyrrolidinone | 117695-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (4S,5S)-4-hydroxy-3,3-dimethyl-5-[(S)-3,3,3-trichloro-2-methylpropyl]-2-pyrrolidinone
• 英文别名: dysidamide F；(4S,5S)-4-hydroxy-3,3-dimethyl-5-[(2S)-3,3,3-trichloro-2-methylpropyl]pyrrolidin-2-one
• CAS: 117695-01-9
• 化学式: C₁₀H₁₆Cl₃NO₂
• 分子量: 288.602
• InChiKey: WXVMITZTZFBSBV-LYFYHCNISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  dysidamide 在 甲醇 、 potassium carbonate 作用下， 生成 (4S,5S)-4-hydroxy-3,3-dimethyl-5-[(S)-3,3,3-trichloro-2-methylpropyl]-2-pyrrolidinone
  参考文献：
  名称：

  New polychlorinated pyrrolidinones from the Red Sea marine sponge Lamellodysidea herbacea

  摘要：

  Chemical investigation of the dichloromethane extract of the Red Sea marine sponge Lamellodysidea herbacea led to the isolation of seven new polychlorinated derivatives 3-6 and 8-10 in addition to the known dysidamide 1, dysidamide B2 and dysidamide C7. Their structures were established by extensive NMR spectroscopic data. The absolute configuration of compound 9 was determined by X-ray crystallographic diffraction analysis. Dysidamide 1 exhibited neurotoxic effects towards both mesencephalic and cortical murine neurones at 0.8 mug/ml. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.11.011

文献信息

• Carmely, Shmuel; Gebreyesus, Tarekegn; Kashman, Yoel, Australian Journal of Chemistry, 1990, vol. 43, p. 1881 - 1888
  作者：Carmely, Shmuel、Gebreyesus, Tarekegn、Kashman, Yoel、Skelton, Brian W.、White, Allan H.、Yosief, Tesfamariam

  DOI：——

  日期：——
• CARMELY, SHMUEL;GEBREYESUS, TAREKEGN;KASHMAN, YOEL;SKELTON, BRIAN W.;WHIT+, AUSTRAL. J. CHEM., 43,(1990) N1, C. 1881-1888
  作者：CARMELY, SHMUEL、GEBREYESUS, TAREKEGN、KASHMAN, YOEL、SKELTON, BRIAN W.、WHIT+

  DOI：——

  日期：——
• New polychlorinated pyrrolidinones from the Red Sea marine sponge Lamellodysidea herbacea
  作者：Pierre Sauleau、Pascal Retailleau、Jean Vacelet、Marie-Lise Bourguet-Kondracki

  DOI：10.1016/j.tet.2004.11.011

  日期：2005.1

  Chemical investigation of the dichloromethane extract of the Red Sea marine sponge Lamellodysidea herbacea led to the isolation of seven new polychlorinated derivatives 3-6 and 8-10 in addition to the known dysidamide 1, dysidamide B2 and dysidamide C7. Their structures were established by extensive NMR spectroscopic data. The absolute configuration of compound 9 was determined by X-ray crystallographic diffraction analysis. Dysidamide 1 exhibited neurotoxic effects towards both mesencephalic and cortical murine neurones at 0.8 mug/ml. (C) 2004 Elsevier Ltd. All rights reserved.