(2S,3R)-2-Allyl-3-isobutyl-2-methyl-succinic acid 1-tert-butyl ester | 211630-64-7

• 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: (2S,3R)-2-Allyl-3-isobutyl-2-methyl-succinic acid 1-tert-butyl ester
• CAS: 211630-64-7
• 化学式: C₁₆H₂₈O₄
• 分子量: 284.396
• InChiKey: UGYWWZXAPOWVAQ-LRDDRELGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  20.0
• 可旋转键数：
  7.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (2S,3R)-2-Allyl-3-isobutyl-2-methyl-succinic acid 1-tert-butyl ester 在 N-甲基吗啉 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (2S,3R)-2-Allyl-2,5-dimethyl-3-((S)-1-methylcarbamoyl-2-phenyl-ethylcarbamoyl)-hexanoic acid tert-butyl ester
  参考文献：
  名称：

  Broad spectrum matrix metalloproteinase inhibitors: An examination of succinamide hydroxamate inhibitors with P1 Cα gem-disubstitution

  摘要：

  A series of P-1 C-alpha gem-disubstituted succinamide hydroxamate matrix metalloproteinase inhibitors were prepared stereoselectively and evaluated in vitro for their ability to inhibit MMP-1, MMP-2, and MMP-3. It was found that while methyl/allyl substitution as in 2 and 18 provided compounds that were broad spectrum inhibitors and nearly equipotent with parent inhibitor 1, a larger group such as bis-allyl as in 13 or gem-cyclopentyl as in 14 significantly reduced enzyme inhibition. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00255-8
• 作为产物：
  描述：

  (R)-2-(2-(叔丁氧基)-2-氧代乙基)-4-甲基戊酸 在 lithium diisopropyl amide 作用下， 生成 (2S,3R)-2-Allyl-3-isobutyl-2-methyl-succinic acid 1-tert-butyl ester
  参考文献：
  名称：

  Broad spectrum matrix metalloproteinase inhibitors: An examination of succinamide hydroxamate inhibitors with P1 Cα gem-disubstitution

  摘要：

  A series of P-1 C-alpha gem-disubstituted succinamide hydroxamate matrix metalloproteinase inhibitors were prepared stereoselectively and evaluated in vitro for their ability to inhibit MMP-1, MMP-2, and MMP-3. It was found that while methyl/allyl substitution as in 2 and 18 provided compounds that were broad spectrum inhibitors and nearly equipotent with parent inhibitor 1, a larger group such as bis-allyl as in 13 or gem-cyclopentyl as in 14 significantly reduced enzyme inhibition. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00255-8