H2N-L-Ala-OBO | 1101195-32-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: H2N-L-Ala-OBO
• 英文别名: (1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]octan-1-yl)ethanamine
• CAS: 1101195-32-7
• 化学式: C₈H₁₅NO₃
• 分子量: 173.212
• InChiKey: NSIUGLGBUTXGCA-KKMMWDRVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  53.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  H2N-L-Ala-OBO 、 甲乙酐 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 0.08h， 以90%的产率得到[(1S)-1-(4-methyl-2,6,7-trioxabicyclo[2.2.2]oct-1-yl)ethyl]formamide
  参考文献：
  名称：

  Nonracemizable Isocyanoacetates for Multicomponent Reactions

  摘要：

  Chiral ortho esters of a-isocyano acids were synthesized from commercially available Cbz-protected alpha-amino acids. These compounds are stable toward racemization in the Ugi 4CC in contrast to known esters of alpha-isocyano acids. Applying them in Ugi 4CC with subsequent deprotection gives access to dipeptides with preserved configuration at the C-terminal amino acid.

  DOI：

  10.1021/jo802420c
• 作为产物：
  描述：

  Cbz-L-Ala-OBO 在 1% Pd/C 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、3.04 MPa 条件下， 生成 H2N-L-Ala-OBO
  参考文献：
  名称：

  Nonracemizable Isocyanoacetates for Multicomponent Reactions

  摘要：

  Chiral ortho esters of a-isocyano acids were synthesized from commercially available Cbz-protected alpha-amino acids. These compounds are stable toward racemization in the Ugi 4CC in contrast to known esters of alpha-isocyano acids. Applying them in Ugi 4CC with subsequent deprotection gives access to dipeptides with preserved configuration at the C-terminal amino acid.

  DOI：

  10.1021/jo802420c

文献信息

• Nonracemizable Isocyanoacetates for Multicomponent Reactions
  作者：Alexander G. Zhdanko、Valentine G. Nenajdenko

  DOI：10.1021/jo802420c

  日期：2009.1.16

  Chiral ortho esters of a-isocyano acids were synthesized from commercially available Cbz-protected alpha-amino acids. These compounds are stable toward racemization in the Ugi 4CC in contrast to known esters of alpha-isocyano acids. Applying them in Ugi 4CC with subsequent deprotection gives access to dipeptides with preserved configuration at the C-terminal amino acid.