Boc-β-Ala-(S)-β3-hPhg-OMe | 1251831-52-3

• 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: Boc-β-Ala-(S)-β3-hPhg-OMe
• 英文别名: methyl (3S)-3-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoylamino]-3-phenylpropanoate
• CAS: 1251831-52-3
• 化学式: C₁₈H₂₆N₂O₅
• 分子量: 350.415
• InChiKey: PITCFBQOCRBYAK-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  93.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (betaS)-beta-氨基苯丙酸甲酯盐酸盐 、 3-tert-butyloxycarbonyl-4,5-dihydro 1,3-oxazine-2,6-dione 在 碳酸氢钠 作用下， 反应 2.0h， 以91%的产率得到Boc-β-Ala-(S)-β3-hPhg-OMe
  参考文献：
  名称：

  Green Synthesis of α,β- and β,β-Dipeptides under Solvent-Free Conditions

  摘要：

  The reactivity of N-tert-butyloxycarbonyl-N-carboxyanhydrides derived from beta-alanine, (S)-beta(3-)homophenylglycine, and (S)-beta(3)-carboxyhomoglycine with different alpha- and beta-amino ester hydrochlorides was examined under ball-milling activation. In particular, good to excellent yields of several relevant alpha,beta- and beta,beta-dipeptides were obtained. An illustrative application of this methodology consisted in the high-yield synthesis of the mammalian alpha,beta-dipeptide N-Boc-L-carnosine-OMe.

  DOI：

  10.1021/jo101159a

文献信息

• Green Synthesis of α,β- and β,β-Dipeptides under Solvent-Free Conditions
  作者：José G. Hernández、Eusebio Juaristi

  DOI：10.1021/jo101159a

  日期：2010.11.5

  The reactivity of N-tert-butyloxycarbonyl-N-carboxyanhydrides derived from beta-alanine, (S)-beta(3-)homophenylglycine, and (S)-beta(3)-carboxyhomoglycine with different alpha- and beta-amino ester hydrochlorides was examined under ball-milling activation. In particular, good to excellent yields of several relevant alpha,beta- and beta,beta-dipeptides were obtained. An illustrative application of this methodology consisted in the high-yield synthesis of the mammalian alpha,beta-dipeptide N-Boc-L-carnosine-OMe.