tert-butyl ((4S,6S)-6-((tert-butyldimethylsilyl)oxy)hept-1-en-4-yl)carbamate | 1416569-38-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: tert-butyl ((4S,6S)-6-((tert-butyldimethylsilyl)oxy)hept-1-en-4-yl)carbamate
• 英文别名: tert-butyl N-[(4S,6S)-6-[tert-butyl(dimethyl)silyl]oxyhept-1-en-4-yl]carbamate
• CAS: 1416569-38-4
• 化学式: C₁₈H₃₇NO₃Si
• 分子量: 343.582
• InChiKey: SLQJMIIRWZVAAH-GJZGRUSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.26
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl ((4S,6S)-6-((tert-butyldimethylsilyl)oxy)hept-1-en-4-yl)carbamate 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 2,2'-双(二苯基磷)联苯 、 4,6-二(二苯基膦)吩嗪 作用下， 以 甲苯 为溶剂， 以78%的产率得到(S)-tert-butyl 2-((S)-2-((tert-butyldimethylsilyl)oxy)propyl)-3,4-dihydropyridine-1(2H)-carboxylate
  参考文献：
  名称：

  Total Synthesis of Sedum Alkaloids via Catalyst Controlled aza-Cope Rearrangement and Hydroformylation with Formaldehyde

  摘要：

  The catalytic asymmetric aminoallylation of chiral aldehydes is developed as a new method for the catalyst controlled synthesis of syn- and anti-1,3-aminoalcohols. This methodology is highlighted in the synthesis of the sedum alkaloids (+)-sedridine and (+)-allosedridine both of which have their final carbon incorporated during closure of the piperidine ring via a hydroformylation with formaldehyde.

  DOI：

  10.1021/ol302769r
• 作为产物：
  描述：

  二碳酸二叔丁酯 在 咪唑 、 碳酸氢钠 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.5h， 生成 tert-butyl ((4S,6S)-6-((tert-butyldimethylsilyl)oxy)hept-1-en-4-yl)carbamate
  参考文献：
  名称：

  Total Synthesis of Sedum Alkaloids via Catalyst Controlled aza-Cope Rearrangement and Hydroformylation with Formaldehyde

  摘要：

  The catalytic asymmetric aminoallylation of chiral aldehydes is developed as a new method for the catalyst controlled synthesis of syn- and anti-1,3-aminoalcohols. This methodology is highlighted in the synthesis of the sedum alkaloids (+)-sedridine and (+)-allosedridine both of which have their final carbon incorporated during closure of the piperidine ring via a hydroformylation with formaldehyde.

  DOI：

  10.1021/ol302769r

文献信息

• Total Synthesis of Sedum Alkaloids via Catalyst Controlled aza-Cope Rearrangement and Hydroformylation with Formaldehyde
  作者：Hong Ren、William D. Wulff

  DOI：10.1021/ol302769r

  日期：2013.1.18

  The catalytic asymmetric aminoallylation of chiral aldehydes is developed as a new method for the catalyst controlled synthesis of syn- and anti-1,3-aminoalcohols. This methodology is highlighted in the synthesis of the sedum alkaloids (+)-sedridine and (+)-allosedridine both of which have their final carbon incorporated during closure of the piperidine ring via a hydroformylation with formaldehyde.