3-Iodo-2-propenamide | 54864-97-0

• 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: 3-Iodo-2-propenamide
• 英文别名: 3-iodoprop-2-enamide
• CAS: 54864-97-0
• 化学式: C₃H₄INO
• 分子量: 196.975
• InChiKey: SARNVGDLQWJMJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E,3S,4S,5R,6R,7S,8R,9R)-6,8,10-tris[[tert-butyl(dimethyl)silyl]oxy]-3,5,7,9-tetramethyl-1-tributylstannyldec-1-en-4-ol 、 3-Iodo-2-propenamide 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三苯胂 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 12.0h， 以61%的产率得到(2Z,4E,6S,7S,8R,9R,10S,11R,12R)-9,11,13-tris((tert-butyldimethylsilyl)oxy)-7-hydroxy-6,8,10,12-tetramethyltrideca-2,4-dienamide
  参考文献：
  名称：

  Crotylboron-Based Synthesis of the Polypropionate Units of Chaxamycins A/D, Salinisporamycin, and Rifamycin S

  摘要：

  Syntheses of the C(15)-C(27) fragments of chaxamycins A/D, rifamycin S, and the C(12)-C(24) fragment of salinisporamycin have been accomplished in 10 steps from commercially available starting materials. Three crotylboron reagents were utilized to construct the seven contiguous stereocenters in these fragments with excellent stereoselectivity.

  DOI：

  10.1021/jo3008226

文献信息

• Crotylboron-Based Synthesis of the Polypropionate Units of Chaxamycins A/D, Salinisporamycin, and Rifamycin S
  作者：Ming Chen、William R. Roush

  DOI：10.1021/jo3008226

  日期：2013.1.4

  Syntheses of the C(15)-C(27) fragments of chaxamycins A/D, rifamycin S, and the C(12)-C(24) fragment of salinisporamycin have been accomplished in 10 steps from commercially available starting materials. Three crotylboron reagents were utilized to construct the seven contiguous stereocenters in these fragments with excellent stereoselectivity.