(S)-2-((R)-3-tert-Butoxycarbonylamino-4-phenyl-butyryloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester | 193070-99-4

• 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)-2-((R)-3-tert-Butoxycarbonylamino-4-phenyl-butyryloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester
• 英文别名: [(1E,3R,4S,6E)-8-[[(2R)-3-(3-chloro-4-methoxyphenyl)-1-oxo-1-(2,2,2-trichloroethoxy)propan-2-yl]amino]-3-methyl-8-oxo-1-phenylocta-1,6-dien-4-yl] (2S)-4-methyl-2-[(3R)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-phenylbutanoyl]oxypentanoate
• CAS: 193070-99-4
• 化学式: C₄₈H₅₈Cl₄N₂O₁₀
• 分子量: 964.808
• InChiKey: REKXGKIPBWJHEL-QSDKJTRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  64
• 可旋转键数：
  27
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  156
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  (S)-2-((R)-3-tert-Butoxycarbonylamino-4-phenyl-butyryloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester 在 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 、 三氟乙酸 、 锌 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-(3S,7R,10R,16S)-7-Benzyl-10-(3-chloro-4-methoxy-benzyl)-3-isobutyl-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
• 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 、 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 (S)-2-((R)-3-tert-Butoxycarbonylamino-4-phenyl-butyryloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-2-(3-chloro-4-methoxy-phenyl)-1-(2,2,2-trichloro-ethoxycarbonyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester
  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.