sec-butyl tosylcarbamate | 32363-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: sec-butyl tosylcarbamate
• 英文别名: O-sek-Butyl-N-p-tolylsulfonylcarbamat；Carbamic acid, (p-tolylsulfonyl)-, sec-butyl ester；butan-2-yl N-(4-methylphenyl)sulfonylcarbamate
• CAS: 32363-29-4
• 化学式: C₁₂H₁₇NO₄S
• 分子量: 271.337
• InChiKey: XMYSYENHFQMBIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  80.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲苯磺酰胺 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.67h， 生成 sec-butyl tosylcarbamate
  参考文献：
  名称：

  Microwave Promoted Transcarbamylation Reaction of Sulfonylcarbamates under Continuous-Flow Conditions

  摘要：

  Successful conditions for the transcarbamylation/transesterification reaction of sulfonylcarbamates with alcohols by microwave heating under continuous flow conditions were developed. After optimization of the processes, two series of O-alkylsulfonylcarbamates were obtained in high yields and purities using microwave transparent borosilicate tube reactors. In order to also illustrate the usefulness of the protocol in a medicinal chemistry context, the methodology was used for the synthesis of three angiotensin II type 2 receptor ligands.

  DOI：

  10.1021/acs.oprd.5b00323

文献信息

• Microwave Promoted Transcarbamylation Reaction of Sulfonylcarbamates under Continuous-Flow Conditions
  作者：Ilze Kumpiņa、Rebecka Isaksson、Jonas Sävmarker、Johan Wannberg、Mats Larhed

  DOI：10.1021/acs.oprd.5b00323

  日期：2016.2.19

  Successful conditions for the transcarbamylation/transesterification reaction of sulfonylcarbamates with alcohols by microwave heating under continuous flow conditions were developed. After optimization of the processes, two series of O-alkylsulfonylcarbamates were obtained in high yields and purities using microwave transparent borosilicate tube reactors. In order to also illustrate the usefulness of the protocol in a medicinal chemistry context, the methodology was used for the synthesis of three angiotensin II type 2 receptor ligands.