聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯] → BOC-L-亮氨醛

HRID 32294

反应方程式

HRID 32294 反应方程式
[C:1]([NH:8][C@H:9]([C:14](O)=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[H-].[H-].[H-].[H-].[Li+].[Al+3].OS([O-])(=O)=O.[K+].O>CCOCC>[C:1]([NH:8][C@H:9]([CH:14]=[O:15])[CH2:10][CH:11]([CH3:12])[CH3:13])([O:3][C:4]([CH3:5])([CH3:7])[CH3:6])=[O:2]

参与物

6

反应物 4

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]HCID 83170BOC-L-亮氨酸HCID 516920硫酸氢钾2 次HCID 21226445Aluminium lithium hydride

产物 1

HCID 104275BOC-L-亮氨醛

试剂、催化剂与溶剂 1

HCID 3283乙醚溶剂2 次

实验过程

The Weinreb amide of BocLeucine was dissolved in dry Et2O and added by cannula to an Et2O suspension of an equimolar amount of LiAlH4 at 0° C. After stirring for one hour, the reaction flask was removed from 0° C. and allowed to warm to room temperature. After a reaction time of 80 minutes, an aqueous solution of KHSO4, (2 equiv. of KHSO4, 5 ml H2O/mmol of Weinreb amide) was added slowly while stirring. The aqueous phase was extracted with Et2O and the confined Et2O phases were washed with 3N HCl, saturated NaHCO3, and saturated NaCl. After drying (MgSO4,) and rotary evaporation, the oil was found to contain one compound by thin layer chromatography.

后处理

  1. customthe reaction flask was removed from 0° C.
  2. stirringwhile stirring
  3. extractionThe aqueous phase was extracted with Et2O
  4. washthe confined Et2O phases were washed with 3N HCl, saturated NaHCO3, and saturated NaCl
  5. customAfter drying
  6. custom(MgSO4,) and rotary evaporation

来源与证据

ORD记录
ord-3c5c784040a64c87816d4340cee56144
来源数据集
uspto-grants-2008_09
专利号
US07427591B2

关联笔记

加载中…