methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-9-(3-(trifluoromethyl)phenyl)-1,1,6-trioxo-2,3,4,6-tetrahydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylate | 1197856-16-8

• 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: methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-9-(3-(trifluoromethyl)phenyl)-1,1,6-trioxo-2,3,4,6-tetrahydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylate
• 英文别名: Methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-1,1,6-trioxo-9-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylate；methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-1,1,6-trioxo-9-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylate
• CAS: 1197856-16-8
• 化学式: C₃₄H₂₇F₃N₂O₅S
• 分子量: 632.66
• InChiKey: HHJQRWXOHFYBLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  45
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-9-(3-(trifluoromethyl)phenyl)-1,1,6-trioxo-2,3,4,6-tetrahydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylate 在 水 、 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 38.08h， 以96%的产率得到2-benzyl-8-(naphthalen-1-ylmethyl)-9-(3-(trifluoromethyl)phenyl)-1,1,6-trioxo-2,3,4,6-tetrahydropyrido[1,2-e][1,2,5]thiadiazine-4-carboxylic acid
  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：

  methyl 7-(naphthalen-1-ylmethyl)-8-(3-(trifluoromethyl)phenyl)-1,1,5-trioxo-3,5-dihydro-2H-thiazolo[3,2-a]pyridine-3-carboxylate 、 苄胺 在 sodium methylate 、 吡啶 、 溴 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 15.17h， 以74%的产率得到methyl 2-benzyl-8-(naphthalen-1-ylmethyl)-9-(3-(trifluoromethyl)phenyl)-1,1,6-trioxo-2,3,4,6-tetrahydropyrido[1,2-e][1,2,5]thiadiazine-4-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.