Vjzcdilodibjfb-ciudsamlsa- | 151805-49-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Vjzcdilodibjfb-ciudsamlsa-
• 英文别名: (3S)-4,4,4-trichloro-N,3-dimethyl-N-[(2S,4S)-5,5,5-trichloro-1-hydroxy-4-methylpentan-2-yl]butanamide
• CAS: 151805-49-1
• 化学式: C₁₂H₁₉Cl₆NO₂
• 分子量: 422.006
• InChiKey: VJZCDILODIBJFB-CIUDSAMLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-溴异氰酸苯酯 、 Vjzcdilodibjfb-ciudsamlsa- 以 甲苯 为溶剂， 反应 73.0h， 以30%的产率得到
  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：

  3-Methyl-2-{(1S,3S)-4,4,4-trichloro-3-methyl-1-[methyl-((S)-4,4,4-trichloro-3-methyl-butyryl)-amino]-butyl}-thiazol-3-ium; iodide 在 sodium tetrahydroborate 、 mercury dichloride 作用下， 以 甲醇 、 乙醇 、 水 、 乙腈 为溶剂， 反应 1.75h， 生成 Vjzcdilodibjfb-ciudsamlsa-
  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

文献信息

• New chlorinated peptides from the tropical marine sponge Dysidea sp.
  作者：Bronwin L Stapleton、George M Cameron、Mary J Garson

  DOI：10.1016/s0040-4020(01)00379-9

  日期：2001.5

  Five new chlorinated peptides (5)-(9) have been isolated from a Dysidea sp. and identified by two-dimensional NMR spectroscopy. The absolute stereochemistry of the metabolites was deduced by chemical correlation with S-(-)-4,4,4-trichloro-3-methylbutanoic acid (10) and with an alcohol (11). (C) 2001 Elsevier Science Ltd. All rights reserved.
• New polychlorinated amino acid derivatives from the marine sponge Dysidea herbacea
  作者：Mia D. Unson、Charles B. Rose、D. John Faulkner、Linda S. Brinen、Jorge Rios Steiner、Jon Clardy

  DOI：10.1021/jo00075a029

  日期：1993.11

  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.