(S)-4,4,4-Trichloro-3,N-dimethyl-N-((1S,3S)-4,4,4-trichloro-1-formyl-3-methyl-butyl)-butyramide | 151805-48-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-4,4,4-Trichloro-3,N-dimethyl-N-((1S,3S)-4,4,4-trichloro-1-formyl-3-methyl-butyl)-butyramide
• CAS: 151805-48-0
• 化学式: C₁₂H₁₇Cl₆NO₂
• 分子量: 419.99
• InChiKey: GAUPPZRZZPTRQJ-CIUDSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  37.38
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (S)-4,4,4-Trichloro-3,N-dimethyl-N-((1S,3S)-4,4,4-trichloro-1-formyl-3-methyl-butyl)-butyramide 在 sodium tetrahydroborate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 73.75h， 生成
  参考文献：
  名称：

  New polychlorinated amino acid derivatives from the marine sponge Dysidea herbacea

  摘要：

  A new series of polychlorinated amino acid derivatives were isolated from the tropical marine sponge Dysidea herbacea (Dictyoceratida). Two major hexachlorinated metabolites, dysideathiazole (4) and N-methyldysideathiazole (5), and a minor pentachlorinated compound, 10-dechloro-N-methyldysideathiazole (6), were isolated from a specimen from Pohnpei. 10-Dechlorodysideathiazole (7) was isolated as a minor constituent of a Palauan specimen, together with the major metabolites 9,10-didechloro-N-methyldysideathiazole (8) and 10-dechloro-N-methyldysideathiazole (6). A second specimen from Palau contained dysideapyrrolidone (9). The structures of 4-9 were elucidated by spectroscopic methods. The absolute stereochemistry of compounds 4-6 was determined by X-ray crystallography of the natural products and of the carbamate derivative 17 to be S at all chiral centers.

  DOI：

  10.1021/jo00075a029
• 作为产物：
  描述：

  (S)-4,4,4-Trichloro-3,N-dimethyl-N-[(1S,3S)-4,4,4-trichloro-3-methyl-1-(3-methyl-thiazolidin-2-yl)-butyl]-butyramide 在 mercury dichloride 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 生成 (S)-4,4,4-Trichloro-3,N-dimethyl-N-((1S,3S)-4,4,4-trichloro-1-formyl-3-methyl-butyl)-butyramide
  参考文献：
  名称：

  New polychlorinated amino acid derivatives from the marine sponge Dysidea herbacea

  摘要：

  A new series of polychlorinated amino acid derivatives were isolated from the tropical marine sponge Dysidea herbacea (Dictyoceratida). Two major hexachlorinated metabolites, dysideathiazole (4) and N-methyldysideathiazole (5), and a minor pentachlorinated compound, 10-dechloro-N-methyldysideathiazole (6), were isolated from a specimen from Pohnpei. 10-Dechlorodysideathiazole (7) was isolated as a minor constituent of a Palauan specimen, together with the major metabolites 9,10-didechloro-N-methyldysideathiazole (8) and 10-dechloro-N-methyldysideathiazole (6). A second specimen from Palau contained dysideapyrrolidone (9). The structures of 4-9 were elucidated by spectroscopic methods. The absolute stereochemistry of compounds 4-6 was determined by X-ray crystallography of the natural products and of the carbamate derivative 17 to be S at all chiral centers.

  DOI：

  10.1021/jo00075a029