(3R,6S,1'R)-3-(2-chloro-1-hydroxyethyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine | 172095-99-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 甲亚胺酸及其衍生物
• 英文名称: (3R,6S,1'R)-3-(2-chloro-1-hydroxyethyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine
• CAS: 172095-99-7
• 化学式: C₁₂H₂₁ClN₂O₃
• 分子量: 276.763
• InChiKey: PNGWDOHBYODFHZ-YGOYTEALSA-N

反应信息

• 作为反应物：
  描述：

  (3R,6S,1'R)-3-(2-chloro-1-hydroxyethyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine 在 盐酸 作用下， 以 乙醚 为溶剂， 反应 72.0h， 以25%的产率得到ethyl (2R,3S)-2-amino-4-chloro-3-hydroxy-2-methylbutanoate
  参考文献：
  名称：

  Enantioselective synthesis of hydroxy-substituted ?-methyl-?-amino acids using Al and Mn derivatives of cyclo-(L-Ala-L-AIa) bis-Iactim ethers

  摘要：

  Aluminum and manganese derivatives of lithiated bis-lactim ethers of cyclo-(L-Ala-L-Ala) were used for the enantioselective synthesis of beta-hydroxy and polyhydroxy alpha-amino acids of the 2-methylserine series. A new variant of the synthesis of these acids via 3-acyl-2,5-dialkoxy-3,6-dimethyl-3,6-dihydropyrazines is proposed.

  DOI：

  10.1007/bf00698453
• 作为产物：
  描述：

  (6S)-3-chloroacetyl-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine 在 sodium tetrahydroborate 作用下， 以 乙醚 为溶剂， 生成 (3R,6S,1'R)-3-(2-chloro-1-hydroxyethyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine 、 (3R,6S,1'S)-3-(2-chloro-1-hydroxyethyl)-2,5-diethoxy-3,6-dihydro-3,6-dimethylpyrazine
  参考文献：
  名称：

  Enantioselective synthesis of hydroxy-substituted ?-methyl-?-amino acids using Al and Mn derivatives of cyclo-(L-Ala-L-AIa) bis-Iactim ethers

  摘要：

  Aluminum and manganese derivatives of lithiated bis-lactim ethers of cyclo-(L-Ala-L-Ala) were used for the enantioselective synthesis of beta-hydroxy and polyhydroxy alpha-amino acids of the 2-methylserine series. A new variant of the synthesis of these acids via 3-acyl-2,5-dialkoxy-3,6-dimethyl-3,6-dihydropyrazines is proposed.

  DOI：

  10.1007/bf00698453