反应详情

温度

-10 °C

2.29 g (10 mmoles) of BOC-HPro-OH are dissolved in 30 ml of ethyl acetate, 1.4 ml (10 mmoles) of triethylamine are added to the solution, the mixture is cooled to -10° C., and then 1.3 ml (10 mmoles) of isobutyl chloroformate are added dropwise. After 15 minutes of stirring gaseous ammonia is introduced into the reaction mixture for 0.5 hours at -10° C., and then the mixture is allowed to stand at 0°-5° C. for 2 hours. The precipitate is filtered off, the filtrate is evaporated, and the oily residue is dissolved in 30 ml of chloroform. This solution is washed twice with 10 ml of n hydrochloric acid, each, twice with 10 ml of n sodium hydrocarbonate solution, each, and then with 10 ml of water, dried over anhydrous sodium sulfate, and evaporated. The oily residue is crystallized from n-hexane to obtain 1.95 g of a crude product. This crude product is recrystallized from a mixture of ethyl acetate and ether to obtain 1.78 g (78%) of BOC-HPro-NH2 ; m.p.: 138°-140° C., Rf2 =0.43, [α]D25 =-24.85° (c=1%, in acetic acid).

1. filtrationThe precipitate is filtered off
2. customthe filtrate is evaporated
3. dissolutionthe oily residue is dissolved in 30 ml of chloroform
4. washThis solution is washed twice with 10 ml of n hydrochloric acid
5. dry with materialeach, twice with 10 ml of n sodium hydrocarbonate solution, each, and then with 10 ml of water, dried over anhydrous sodium sulfate
6. customevaporated
7. customThe oily residue is crystallized from n-hexane
8. customto obtain 1.95 g of a crude product
9. customThis crude product is recrystallized from a mixture of ethyl acetate and ether