(E)-(3S,7R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-7-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone | 193070-92-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: (E)-(3S,7R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-7-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone
• 英文别名: (3S,7R,10R,13E,16S)-10-[(3-chloro-4-methoxyphenyl)methyl]-7-methyl-3-(2-methylpropyl)-16-[(1S)-1-[(2R,3R)-3-phenyloxiran-2-yl]ethyl]-1,4-dioxa-8,11-diazacyclohexadec-13-ene-2,5,9,12-tetrone
• CAS: 193070-92-7
• 化学式: C₃₅H₄₃ClN₂O₈
• 分子量: 655.188
• InChiKey: MSKJUOSYEQXINZ-IRJQJINBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  133
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (E)-(3S,7R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-7-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone 在 三甲基氯硅烷 作用下， 生成 (E)-(3S,7R,10R,16S)-16-((R)-3-Chloro-2-hydroxy-1-methyl-3-phenyl-propyl)-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-7-methyl-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone
  参考文献：
  名称：

  Synthesis and biological evaluation of novel cryptophycin analogs with modification in the β-alanine region

  摘要：

  Structure modification of the beta-alanine region (fragment C) of the potent antimitotic agent cryptophycin was investigated. This includes: (1) introduction of substituents at the previously unsubstituted C7 position of the macrolide ring and (:2) replacement of the (2R)-3-amino-2-methyl-propanoic acid (beta-alanine) with various (1)-amino acids to give the corresponding 15-membered unnatural cryptophycin analogs. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00682-9
• 作为产物：
  描述：

  allyl (S)-2-hydroxy-4-methylpentanoate 在 N-甲基吗啉 、 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 五氟苯基二苯基磷酸酯 、 溶剂黄146 、 N,N-二异丙基乙胺 、 间氯过氧苯甲酸 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 、 锌 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-(3S,7R,10R,16S)-10-(3-Chloro-4-methoxy-benzyl)-3-isobutyl-7-methyl-16-[(S)-1-((2R,3R)-3-phenyl-oxiranyl)-ethyl]-1,4-dioxa-8,11-diaza-cyclohexadec-13-ene-2,5,9,12-tetraone
  参考文献：
  名称：

  Synthesis and biological evaluation of novel cryptophycin analogs with modification in the β-alanine region

  摘要：

  Structure modification of the beta-alanine region (fragment C) of the potent antimitotic agent cryptophycin was investigated. This includes: (1) introduction of substituents at the previously unsubstituted C7 position of the macrolide ring and (:2) replacement of the (2R)-3-amino-2-methyl-propanoic acid (beta-alanine) with various (1)-amino acids to give the corresponding 15-membered unnatural cryptophycin analogs. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00682-9

文献信息

• Synthesis and biological evaluation of novel cryptophycin analogs with modification in the β-alanine region
  作者：Chuan Shih、Lynn S. Gossett、Joseph M. Gruber、C.Sue Grossman、Sherri L. Andis、Richard M. Schultz、John F. Worzalla、Tom H. Corbett、James T. Metz

  DOI：10.1016/s0960-894x(98)00682-9

  日期：1999.1

  Structure modification of the beta-alanine region (fragment C) of the potent antimitotic agent cryptophycin was investigated. This includes: (1) introduction of substituents at the previously unsubstituted C7 position of the macrolide ring and (:2) replacement of the (2R)-3-amino-2-methyl-propanoic acid (beta-alanine) with various (1)-amino acids to give the corresponding 15-membered unnatural cryptophycin analogs. (C) 1998 Elsevier Science Ltd. All rights reserved.