反応 #5035

反応方程式

glycine

triethylamine

D-valinol

methyl chloroformate

→

N-Methyloxycarbonyl-D-valinol

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture is subsequently stirred at this temperature for 30 minutes
2. 2
   その他brought to room temperature
3. 3
   workup.STIRRINGthe mixture is stirred once more for 15 minutes
4. 4
   ろ過The precipitate is filtered off with suction
5. 5
   濃縮the filtrate is concentrated
6. 6
   洗浄The organic phase is washed with 1N HCl, saturated NaHCO3 solution and saturated sodium chloride solution
7. 7
   乾燥dried over sodium sulphate
8. 8
   ろ過filtered
9. 9
   濃縮concentrated
10. 10
    その他the residue is dried in a high vacuum

実験手順

39.7 g (0.385 mol) of D-valinol (Aldrich) are dissolved under nitrogen in 500 ml of dry THF. 58.7 ml (0.424 mol) of triethylamine are added, the mixture is cooled to -20° C. and 32.8 ml (0.424 mol) of methyl chloroformate (Aldrich) are added dropwise to the mixture with stirring. The mixture is subsequently stirred at this temperature for 30 minutes and then brought to room temperature. 60 g (0.078 mol) of glycine are added and the mixture is stirred once more for 15 minutes. The precipitate is filtered off with suction, the filtrate is concentrated and the residue is taken up in diethyl ether. The organic phase is washed with 1N HCl, saturated NaHCO3 solution and saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated, and the residue is dried in a high vacuum.

出典