(S)-2-[(S)-6-tert-Butoxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-hexanoylamino]-3-phenyl-propionic acid methyl ester | 786709-51-1

• 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-[(S)-6-tert-Butoxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-hexanoylamino]-3-phenyl-propionic acid methyl ester
• CAS: 786709-51-1
• 化学式: C₃₁H₅₀N₄O₈
• 分子量: 606.76
• InChiKey: KQTWSWDJKYSOGM-HJOGWXRNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.62
• 重原子数：
  43.0
• 可旋转键数：
  14.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  161.16
• 氢给体数：
  4.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (S)-2-[(S)-6-tert-Butoxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-hexanoylamino]-3-phenyl-propionic acid methyl ester 在 lithium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以91%的产率得到Boc-V-(δ-Boc)K-F
  参考文献：
  名称：

  Synthesis and Characterization of Peptide−Cationic Steroid Antibiotic Conjugates

  摘要：

  New cationic steroid antibiotics have been prepared by conjugating tripeptides to a triamino analogue of cholic acid. These compounds were synthesized on a solid phase in an indexed library that was screened for antibacterial activity against Gram-negative and Gram-positive bacteria. Selected compounds were synthesized on a larger scale, and minimum inhibition concentrations were measured. These results correlated very well with the screening of the indexed library of antibiotics. The most active antibiotics demonstrate a marked improvement over a related and well characterized cationic steroid antibiotic.

  DOI：

  10.1021/ol048845t
• 作为产物：
  描述：

  (S)-2-[(S)-6-Benzyloxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-hexanoylamino]-3-phenyl-propionic acid methyl ester 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 48.0h， 生成 (S)-2-[(S)-6-tert-Butoxycarbonylamino-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-hexanoylamino]-3-phenyl-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis and Characterization of Peptide−Cationic Steroid Antibiotic Conjugates

  摘要：

  New cationic steroid antibiotics have been prepared by conjugating tripeptides to a triamino analogue of cholic acid. These compounds were synthesized on a solid phase in an indexed library that was screened for antibacterial activity against Gram-negative and Gram-positive bacteria. Selected compounds were synthesized on a larger scale, and minimum inhibition concentrations were measured. These results correlated very well with the screening of the indexed library of antibiotics. The most active antibiotics demonstrate a marked improvement over a related and well characterized cationic steroid antibiotic.

  DOI：

  10.1021/ol048845t