methyl 7-(naphthalen-1-ylmethyl)-8-(3-(trifluoromethyl)phenyl)-1,1,5-trioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyridine-3-carboxylate | 1197856-12-4

• 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: methyl 7-(naphthalen-1-ylmethyl)-8-(3-(trifluoromethyl)phenyl)-1,1,5-trioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyridine-3-carboxylate
• 英文别名: methyl (3R)-7-(naphthalen-1-ylmethyl)-1,1,5-trioxo-8-[3-(trifluoromethyl)phenyl]-2,3-dihydro-[1,3]thiazolo[3,2-a]pyridine-3-carboxylate
• CAS: 1197856-12-4
• 化学式: C₂₇H₂₀F₃NO₅S
• 分子量: 527.521
• InChiKey: FNPSSFSPLPFAJA-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  37
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  89.1
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 7-(naphthalen-1-ylmethyl)-8-(3-(trifluoromethyl)phenyl)-1,1,5-trioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyridine-3-carboxylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 39.08h， 以76%的产率得到7-(naphthalen-1-ylmethyl)-5-oxo-8-(3-(trifluoromethyl)phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid 1,1-dioxide
  参考文献：
  名称：

  A Novel Heterocyclic Scaffold Formed by Ring Expansion of a Cyclic Sulfone to Sulfonamides

  摘要：

  A novel heterocyclic scaffold with a peptidomimetic backbone structure has been synthesized. The scaffold is formed by insertion of primary amines into a cyclic sulfone to give the corresponding ring-expanded sulfonamides. By varying the amine component, a series of potentially biologically interesting compounds has been synthesized.

  DOI：

  10.1021/ol9023024
• 作为产物：
  描述：

  (3R)-7-naphthalen-1-ylmethyl-5-oxo-8-(3-(trifluoromethyl)phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyridine-3-carboxylic acid methyl ester 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 以76%的产率得到methyl 7-(naphthalen-1-ylmethyl)-8-(3-(trifluoromethyl)phenyl)-1,1,5-trioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyridine-3-carboxylate
  参考文献：
  名称：

  A Novel Heterocyclic Scaffold Formed by Ring Expansion of a Cyclic Sulfone to Sulfonamides

  摘要：

  A novel heterocyclic scaffold with a peptidomimetic backbone structure has been synthesized. The scaffold is formed by insertion of primary amines into a cyclic sulfone to give the corresponding ring-expanded sulfonamides. By varying the amine component, a series of potentially biologically interesting compounds has been synthesized.

  DOI：

  10.1021/ol9023024

文献信息

• A Novel Heterocyclic Scaffold Formed by Ring Expansion of a Cyclic Sulfone to Sulfonamides
  作者：Magnus Sellstedt、Fredrik Almqvist

  DOI：10.1021/ol9023024

  日期：2009.12.3

  A novel heterocyclic scaffold with a peptidomimetic backbone structure has been synthesized. The scaffold is formed by insertion of primary amines into a cyclic sulfone to give the corresponding ring-expanded sulfonamides. By varying the amine component, a series of potentially biologically interesting compounds has been synthesized.