반응 #1270

반응 방정식

NaOH

Nα-CBZ-L-lysine

t-butyl acetate

perchloric acid

→

Nα-CBZ-O-t-butyl L-lysine

용매

ethyl acetate

water

반응 조건

후처리

1. 1
   workup.ADDITIONwas vigorously mixed until all solids
2. 2
   workup.DISSOLUTIONwere dissolved
3. 3
   기타was separated
4. 4
   추출The aqueous phase was extracted with the ethyl acetate solution
5. 5
   온도the pH again raised to 10.5 whereupon it
6. 6
   추출was again extracted with 200 mL of fresh ethyl acetate
7. 7
   세척washed with saturated brine
8. 8
   건조dried over Na2SO4
9. 9
   농축concentrated
10. 10
    기타The residue was dried overnight under high vacuum
11. 11
    기타to yield 23.2 g of a colorless, viscous material

실험 절차

A mixture of 25 g of Nα-CBZ-L-lysine from Sigma, where CBZ is benzyloxycarbonyl, 250 mL of t-butyl acetate and 14 mL of 70% perchloric acid was vigorously mixed until all solids were dissolved. After stirring overnight, 375 mL of ethyl acetate was added followed by 250 mL of water. The pH of the aqueous layer was raised to 5.5 with 20% NaOH whereupon the organic phase was separated. The aqueous phase was extracted with the ethyl acetate solution and the pH again raised to 10.5 whereupon it was again extracted with 200 mL of fresh ethyl acetate. The organic extracts were combined, washed with saturated brine, dried over Na2SO4 and concentrated. The residue was dried overnight under high vacuum to yield 23.2 g of a colorless, viscous material.

출처