(2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester | 254902-52-8

• 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: (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester
• CAS: 254902-52-8
• 化学式: C₁₈H₂₄N₂O₈
• 分子量: 396.397
• InChiKey: IGKUDLLLGMQVLF-ABAIWWIYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  28.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  134.07
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  (2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 3.0h， 以85%的产率得到N-boc-L-苏氨酸
  参考文献：
  名称：

  Towards nucleopeptides containing any trifunctional amino acid

  摘要：

  Nucleopeptides incorporating, besides the linking residue, other trifunctional amino acids such as lysine, arginine, tryptophan, serine, threonine and tyrosine have been obtained following stepwise solid-phase assembly. The best alternatives for the protection of the side chains of these trifunctional amino acids are discussed. The use of different solid supports (polystyrene-co-1%-divinylbenzene, controlled pore glass and polyethylene glycol-polystyrene) and nucleopeptide-resin linkers has also been evaluated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00815-7
• 作为产物：
  描述：

  乙酸酐 、 Boc-Thr-ONbn 在 4-二甲氨基吡啶 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以95%的产率得到(2S,3R)-3-Acetoxy-2-tert-butoxycarbonylamino-butyric acid 4-nitro-benzyl ester
  参考文献：
  名称：

  Towards nucleopeptides containing any trifunctional amino acid

  摘要：

  Nucleopeptides incorporating, besides the linking residue, other trifunctional amino acids such as lysine, arginine, tryptophan, serine, threonine and tyrosine have been obtained following stepwise solid-phase assembly. The best alternatives for the protection of the side chains of these trifunctional amino acids are discussed. The use of different solid supports (polystyrene-co-1%-divinylbenzene, controlled pore glass and polyethylene glycol-polystyrene) and nucleopeptide-resin linkers has also been evaluated. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00815-7