N-[(Benzyloxy)carbonyl]-L-leucyl-N-methyl-3-(1,3-thiazol-5-yl)-L-alaninamide | 298227-25-5

• 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: N-[(Benzyloxy)carbonyl]-L-leucyl-N-methyl-3-(1,3-thiazol-5-yl)-L-alaninamide
• 英文别名: benzyl N-[(2S)-4-methyl-1-[[(2S)-1-(methylamino)-1-oxo-3-(1,3-thiazol-5-yl)propan-2-yl]amino]-1-oxopentan-2-yl]carbamate
• CAS: 298227-25-5
• 化学式: C₂₁H₂₈N₄O₄S
• 分子量: 432.544
• InChiKey: CCQBQWQVCCUJDO-ROUUACIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  30
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  138
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-苄氧羰基-L-亮氨酸 、 在 thermolysin cross linked enzyme crystal 、 sodium acetate 、 calcium acetate 作用下， 以 乙醇 为溶剂， 以66%的产率得到N-[(Benzyloxy)carbonyl]-L-leucyl-N-methyl-3-(1,3-thiazol-5-yl)-L-alaninamide
  参考文献：
  名称：

  The Use of PeptiCLEC-TR in the Preparation of Dipeptides

  摘要：

  Dipeptides are important intermediates in many pharmaceutical products. To support a research programme on matrix metalloproteinases (MMP) we needed to prepare the dipeptide, Leu-Phe-NHMe (3). Chemical methods provided the material but not to the quality required, and thus an alternative preparation was sought. The use of enzymes in chemical synthesis was a tool that we had used before but not in the preparation of dipeptides, This contribution will show the utility of PeptiCLEC-TR in the preparation of dipeptide (3) and its application to other dipeptides, It will highlight the amenability of PeptiCLEC-TR to scale-up and demonstrate the recycling of this enzyme, which will make this a cost-effective route.

  DOI：

  10.1021/op0000430