活性酯法则制备酰胺

as a colorless oil. R f 0.42 (2:1 hexanes:EtOAc); 1 HNMR (300 MHz, CDCl 3 ): δ 5.43 (m, 1H), 4.72 (s, 1H), 4.17-4.11 (m,1H), 3.71 (s, 3H), 3.22 (s, 3H), 2.59-2.24 (comp. m, 3H), 2.03 (dd, J =14.6 Hz, 4.1 Hz, 1H), 1.75-1.71 (m, 3H), 0.86 (s, 9H), 0.11 (s, 3H), 0.09 (s,3H).

三、六甲酰盐咪唑人工合成衍生物范例

A mixture of the benzoicacid (10 mmol), 4-methylbenzene-1-sulfonyl chloride (10 mmol), K 2 CO 3 (5.52 g, 40 mmol) andTEBAC (0.23 g, 1mmol) in 60 mLof benzene is stirred at reflux for 40 min. Then ethyl 2-aminoacetate (10 mmol) is added and stirring is continuedfor 10 min at reflux temperature. Theprecipitate is filtered off, and the filtrate is evaporated under reduced pressure. The carboxamide 8thus obtained is crystallized from MeOH to afford the pureproduct (yield 82%).

四、 Boc咪唑酐人工合成伯衍生物范例

Typicalprocedure:

To a stirred solution of N -protected amino acid 9(10 mmol), pyridine (0.5 ml) and Boc 2 O (3 g, 13 mmol) in an appropriate solvent (such asdioxane, DMF and CH 3 CN, 10-15 ml), ammonium hydrogencarbonate (1 g, 12.6 mmol) was added and the mixturewas stirred for 4-16 h. Ethyl acetatewas added and after washings with water and 5% H 2 SO 4 , thesolution was dried, the solvent was evaporated and the product was trituratedwith ether. In another variant the reactionmixture was diluted with water (30-40 ml), stirred until crystallization was completed,a residue was then collected by filtration, washed by water, dried and recrystallizedas necessary.

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