methyl (2S,5S)-2-(cyclohexylmethyl)-5-(dibenzylamino)-7-methyl-4-oxooctanoate | 194551-78-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl (2S,5S)-2-(cyclohexylmethyl)-5-(dibenzylamino)-7-methyl-4-oxooctanoate
• CAS: 194551-78-5
• 化学式: C₃₁H₄₃NO₃
• 分子量: 477.687
• InChiKey: KUVQZVSGRKFWPX-VMPREFPWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl (2S,5S)-2-(cyclohexylmethyl)-5-(dibenzylamino)-7-methyl-4-oxooctanoate 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以80%的产率得到methyl (2S,4S,5S)-2-(cyclohexylmethyl)-5-(dibenzylamino)-4-hydroxy-7-methyloctanoate
  参考文献：
  名称：

  A Stereocontrolled, Convergent Synthesis of Hydroxyethylene Dipeptide Isosteres

  摘要：

  A simple, convergent, and stereoselective synthesis of hydroxyethylene dipeptide isosteres 1 and 2 from scalemic alpha-hydroxy esters has been developed. The method is short (six steps), efficient (approximate to 15-25% overall), and highly diastereoselective (86-94% de) and enantioselective (> 95% ee).

  DOI：

  10.1021/jo970579s
• 作为产物：
  描述：

  在 sodium hydride 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 48.17h， 生成 methyl (2S,5S)-2-(cyclohexylmethyl)-5-(dibenzylamino)-7-methyl-4-oxooctanoate
  参考文献：
  名称：

  A Stereocontrolled, Convergent Synthesis of Hydroxyethylene Dipeptide Isosteres

  摘要：

  A simple, convergent, and stereoselective synthesis of hydroxyethylene dipeptide isosteres 1 and 2 from scalemic alpha-hydroxy esters has been developed. The method is short (six steps), efficient (approximate to 15-25% overall), and highly diastereoselective (86-94% de) and enantioselective (> 95% ee).

  DOI：

  10.1021/jo970579s

文献信息

• A Stereocontrolled, Convergent Synthesis of Hydroxyethylene Dipeptide Isosteres
  作者：Junhua Tao、Robert V. Hoffman

  DOI：10.1021/jo970579s

  日期：1997.9.1

  A simple, convergent, and stereoselective synthesis of hydroxyethylene dipeptide isosteres 1 and 2 from scalemic alpha-hydroxy esters has been developed. The method is short (six steps), efficient (approximate to 15-25% overall), and highly diastereoselective (86-94% de) and enantioselective (> 95% ee).