(1''S,2R,2'S)-1-[2'-(1''-tert-butyldiphenylsiloxyethyl)-4'H-benzo[d][1',3']oxazin-1'-yl]-2-methylpent-4-en-1-one | 303123-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (1''S,2R,2'S)-1-[2'-(1''-tert-butyldiphenylsiloxyethyl)-4'H-benzo[d][1',3']oxazin-1'-yl]-2-methylpent-4-en-1-one
• 英文别名: (2R)-1-[(2S)-2-[(1S)-1-[tert-butyl(diphenyl)silyl]oxyethyl]-2,4-dihydro-3,1-benzoxazin-1-yl]-2-methylpent-4-en-1-one
• CAS: 303123-79-7
• 化学式: C₃₂H₃₉NO₃Si
• 分子量: 513.752
• InChiKey: DBWNEOBUBQFRMJ-QOMXPILVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (1''S,2R,2'S)-1-[2'-(1''-tert-butyldiphenylsiloxyethyl)-4'H-benzo[d][1',3']oxazin-1'-yl]-2-methylpent-4-en-1-one 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以70%的产率得到(2R)-2-methyl-4-penten-1-ol
  参考文献：
  名称：

  Chiral Acetals as Stereoinductors:  Diastereoface Selective Alkylation of Dihydrobenzoxazine-Derived Amide Enolates

  摘要：

  Novel dihydrobenzoxazine-derived acetals of type 3 have been developed for asymmetric C-alkylations of propionyl amide enolates. High stereoselectivities are obtained for amides 15 and 22 which are rationalized in terms of intramolecular metal chelate formation.

  DOI：

  10.1021/jo000352o
• 作为产物：
  描述：

  (1S,2'RS)-1-(2',4'-dihydro-1'H-benzo[d][1',3']oxazin-2'-yl)-tert-butyldiphenylsiloxyethanol 在 双(三甲基硅烷基)氨基钾 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.0h， 生成 (1''S,2R,2'S)-1-[2'-(1''-tert-butyldiphenylsiloxyethyl)-4'H-benzo[d][1',3']oxazin-1'-yl]-2-methylpent-4-en-1-one
  参考文献：
  名称：

  Chiral Acetals as Stereoinductors:  Diastereoface Selective Alkylation of Dihydrobenzoxazine-Derived Amide Enolates

  摘要：

  Novel dihydrobenzoxazine-derived acetals of type 3 have been developed for asymmetric C-alkylations of propionyl amide enolates. High stereoselectivities are obtained for amides 15 and 22 which are rationalized in terms of intramolecular metal chelate formation.

  DOI：

  10.1021/jo000352o

文献信息

• Chiral Acetals as Stereoinductors:  Diastereoface Selective Alkylation of Dihydrobenzoxazine-Derived Amide Enolates
  作者：Johann Mulzer、Oliver Langer、Martin Hiersemann、Jan W. Bats、Jürgen Buschmann、Peter Luger

  DOI：10.1021/jo000352o

  日期：2000.10.1

  Novel dihydrobenzoxazine-derived acetals of type 3 have been developed for asymmetric C-alkylations of propionyl amide enolates. High stereoselectivities are obtained for amides 15 and 22 which are rationalized in terms of intramolecular metal chelate formation.