[(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester | 159610-86-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester
• CAS: 159610-86-3
• 化学式: C₂₄H₃₅N₃O₆
• 分子量: 461.558
• InChiKey: SVDHZQDFQPCQHP-MTQWCTHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  33.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  99.97
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  [(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 5.0h， 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 、 碳酸氢钠 作用下， 以 1,4-二氧六环 、 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 17.5h， 生成 [(4R,5R)-5-((2S,5R)-5-Isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl 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