tert-butyl N-[(2,5-difluorobenzenecarbothioyl)amino]carbamate | 1259928-70-5

• 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: tert-butyl N-[(2,5-difluorobenzenecarbothioyl)amino]carbamate
• CAS: 1259928-70-5
• 化学式: C₁₂H₁₄F₂N₂O₂S
• 分子量: 288.318
• InChiKey: DCBYRUXJAOCKDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  82.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[(2,5-difluorobenzenecarbothioyl)amino]carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 70.0h， 以64%的产率得到2,5-二氟苯并硫代肼盐酸盐
  参考文献：
  名称：

  Synthesis, determination of absolute configuration, and biological evaluation of spiro-fused thiadiazoline inhibitors of kinesin spindle protein (KSP)

  摘要：

  A facile and highly convergent synthesis of biologically active spiro-fused thiadiazoline KSP inhibitors is reported. The highlights of the synthesis include the Michael reaction and cyclization of thiosemicarbazone to 1,3,4-thiadiazoline. This chemistry lends itself to the preparation of (+)-2, a potent and orally bioavailable anti-cancer agent, and to the development of a structure-activity relationship program. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.066
• 作为产物：
  描述：

  2-(2,5-二氟苯甲酰基)肼甲酸叔丁酯 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以99%的产率得到tert-butyl N-[(2,5-difluorobenzenecarbothioyl)amino]carbamate
  参考文献：
  名称：

  Synthesis, determination of absolute configuration, and biological evaluation of spiro-fused thiadiazoline inhibitors of kinesin spindle protein (KSP)

  摘要：

  A facile and highly convergent synthesis of biologically active spiro-fused thiadiazoline KSP inhibitors is reported. The highlights of the synthesis include the Michael reaction and cyclization of thiosemicarbazone to 1,3,4-thiadiazoline. This chemistry lends itself to the preparation of (+)-2, a potent and orally bioavailable anti-cancer agent, and to the development of a structure-activity relationship program. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.066

文献信息

• Synthesis, determination of absolute configuration, and biological evaluation of spiro-fused thiadiazoline inhibitors of kinesin spindle protein (KSP)
  作者：Angie R. Angeles、Liping Yang、Chaoyang Dai、Andrew Brunskill、Andrea D. Basso、M. Arshad Siddiqui

  DOI：10.1016/j.tetlet.2010.09.066

  日期：2010.12

  A facile and highly convergent synthesis of biologically active spiro-fused thiadiazoline KSP inhibitors is reported. The highlights of the synthesis include the Michael reaction and cyclization of thiosemicarbazone to 1,3,4-thiadiazoline. This chemistry lends itself to the preparation of (+)-2, a potent and orally bioavailable anti-cancer agent, and to the development of a structure-activity relationship program. (C) 2010 Elsevier Ltd. All rights reserved.