(2S,4R)-2-(tert-Butoxycarbonylamino-methyl)-3-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-thiazolidine-4-carboxylic acid methyl ester | 383176-98-5

• 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,4R)-2-(tert-Butoxycarbonylamino-methyl)-3-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-thiazolidine-4-carboxylic acid methyl ester
• 英文别名: methyl (2S,4R)-3-[2-(5-methyl-2,4-dioxopyrimidin-1-yl)acetyl]-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]-1,3-thiazolidine-4-carboxylate
• CAS: 383176-98-5
• 化学式: C₁₈H₂₆N₄O₇S
• 分子量: 442.493
• InChiKey: UUERZQSONFJMSX-AAEUAGOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  160
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (2S,4R)-2-(tert-Butoxycarbonylamino-methyl)-3-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-thiazolidine-4-carboxylic acid methyl ester 在 lithium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以75%的产率得到(2S,4R)-2-(tert-Butoxycarbonylamino-methyl)-3-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-thiazolidine-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and Hybridization Properties of Thiazolidine PNAs

  摘要：

  Two new, constrained PNA monomers, each containing a thiazolidine ring, were synthesized and incorporated into a central position in a PNA. It was shown by UV melting experiments that the presence of a single constrained unit does not prevent the cooperative association of the PNA but does significantly destabilize PNA/DNA and PNA/RNA triplexes.

  DOI：

  10.1002/1099-0690(200109)2001:17<3285::aid-ejoc3285>3.0.co;2-v
• 作为产物：
  描述：

  N-叔丁氧羰基-2-氨基乙醛 在 吡啶 、 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (2S,4R)-2-(tert-Butoxycarbonylamino-methyl)-3-[2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-acetyl]-thiazolidine-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and Hybridization Properties of Thiazolidine PNAs

  摘要：

  Two new, constrained PNA monomers, each containing a thiazolidine ring, were synthesized and incorporated into a central position in a PNA. It was shown by UV melting experiments that the presence of a single constrained unit does not prevent the cooperative association of the PNA but does significantly destabilize PNA/DNA and PNA/RNA triplexes.

  DOI：

  10.1002/1099-0690(200109)2001:17<3285::aid-ejoc3285>3.0.co;2-v