C-[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methylamine | 159611-07-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: C-[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methylamine
• CAS: 159611-07-1
• 化学式: C₁₆H₂₉N₃O₄
• 分子量: 327.424
• InChiKey: AKAGGHNYCVOXAD-UMSGYPCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  87.66
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  C-[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methylamine 在 盐酸 、 碳酸氢钠 作用下， 以 1,4-二氧六环 为溶剂， 反应 9.0h， 生成 (S)-2-Amino-3-[(4R,5R)-5-(benzyloxycarbonylamino-methyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-propionic acid methyl ester
  参考文献：
  名称：

  Synthesis of orthogonally protected hydroxylated azalkene-α,α′-bridged bis(α-glycine) and dihydroxylysine derivatives

  摘要：

  Stereoselective syntheses of hydroxylated azalkene-alpha,alpha'-bridged bis(alpha-glycine) derivatives and lysine derivatives are described. The bridge was formed as a secondary amine by a reductive dimerization process of two azide molecules upon hydrogenolysis over 5% palladium-on-charcoal. Lysine derivatives were formed by reduction of the azide function to a primary amine. In the target amino acids the vicinal dihydroxy functions were protected as acetonides, the N'-amino group as a Z-derivative and the alpha-amino groups as Fmoc-derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00094-9
• 作为产物：
  描述：

  (R)-2,5-二氢-3,6-二甲氧基-2-异丙基吡嗪 在 palladium on activated charcoal 1,3-二甲基-2-咪唑啉酮 、 正丁基锂 、 sodium azide 、 氢气 、 四丁基碘化铵 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， -78.0~90.0 ℃ 、101.33 kPa 条件下， 反应 13.5h， 生成 C-[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-methylamine
  参考文献：
  名称：

  Synthesis of orthogonally protected hydroxylated azalkene-α,α′-bridged bis(α-glycine) and dihydroxylysine derivatives

  摘要：

  Stereoselective syntheses of hydroxylated azalkene-alpha,alpha'-bridged bis(alpha-glycine) derivatives and lysine derivatives are described. The bridge was formed as a secondary amine by a reductive dimerization process of two azide molecules upon hydrogenolysis over 5% palladium-on-charcoal. Lysine derivatives were formed by reduction of the azide function to a primary amine. In the target amino acids the vicinal dihydroxy functions were protected as acetonides, the N'-amino group as a Z-derivative and the alpha-amino groups as Fmoc-derivatives. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(98)00094-9