2-(prop-2-yn-1-yl)-2,3-dihydroisothiazole 1,1-dioxide | 1333141-40-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-(prop-2-yn-1-yl)-2,3-dihydroisothiazole 1,1-dioxide
• 英文别名: 2-(Prop-2-yn-1-yl)-2,3-dihydro-1lambda6,2-thiazole-1,1-dione；2-prop-2-ynyl-3H-1,2-thiazole 1,1-dioxide
• CAS: 1333141-40-4
• 化学式: C₆H₇NO₂S
• 分子量: 157.193
• InChiKey: YSEDFEPPLRZFCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(prop-2-yn-1-yl)-2,3-dihydroisothiazole 1,1-dioxide 在 copper(l) iodide 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 3-[[2-[[1-[(3-Fluorophenyl)methyl]triazol-4-yl]methyl]-1,1-dioxo-1,2-thiazolidin-4-yl]-methylamino]propyl 3,5-dimethylbenzoate
  参考文献：
  名称：

  Triazole-Containing Isothiazolidine 1,1-Dioxide Library Synthesis: One-Pot, Multi-Component Protocols for Small Molecular Probe Discovery

  摘要：

  The construction of two libraries of triazole-containing isothiazolidine 1,1-dioxides is reported utilizing either a one-pot click/aza-Michael or click/OACC esterification protocol. One core dihydroisothiazole 1,1-dioxide scaffold was prepared rapidly on multigram scale via ring-closing metathesis (RCM) and was subjected to a one-pot multicomponent click/aza-Michael protocol with an array of amines and azides for the generation of a 180-member triazole-containing isothiazolidine 1,1-dioxide library. Alternatively; three daughter scaffolds were generated via the aza-Michael Of three, amino alcohols, followed by a one-pot, multicomponent dick/esterification protocol utilizing a ring-opening metathesis polymerization (ROMP)-derived coupling reagent, oligomeric alkyl carbodiimide (OACC) to generate a 41-member library of triazole-Containing isothiazole 1,1-dioxides.

  DOI：

  10.1021/co200093c
• 作为产物：
  描述：

  3-溴丙炔 、 2,3-dihydroisothiazole-1,1-dioxide 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 以95%的产率得到2-(prop-2-yn-1-yl)-2,3-dihydroisothiazole 1,1-dioxide
  参考文献：
  名称：

  Triazole-Containing Isothiazolidine 1,1-Dioxide Library Synthesis: One-Pot, Multi-Component Protocols for Small Molecular Probe Discovery

  摘要：

  The construction of two libraries of triazole-containing isothiazolidine 1,1-dioxides is reported utilizing either a one-pot click/aza-Michael or click/OACC esterification protocol. One core dihydroisothiazole 1,1-dioxide scaffold was prepared rapidly on multigram scale via ring-closing metathesis (RCM) and was subjected to a one-pot multicomponent click/aza-Michael protocol with an array of amines and azides for the generation of a 180-member triazole-containing isothiazolidine 1,1-dioxide library. Alternatively; three daughter scaffolds were generated via the aza-Michael Of three, amino alcohols, followed by a one-pot, multicomponent dick/esterification protocol utilizing a ring-opening metathesis polymerization (ROMP)-derived coupling reagent, oligomeric alkyl carbodiimide (OACC) to generate a 41-member library of triazole-Containing isothiazole 1,1-dioxides.

  DOI：

  10.1021/co200093c