반응 #428990

반응 방정식

(3RS)-3-(N-tert-butyloxycarbonylaminoethyl) pyrrolidine

N-benzyloxycarbonyl-S-methylisothiourea

KHSO4

→

title compound

(3RS)-1-(N-benzyloxycarbonylamidino)-3-aminoethyl pyrrolidine

용매

toluene

반응 조건

후처리

1. 1
   온도heated to 60°-70° C. for eight hours
2. 2
   세척the water layer was washed with a mixture of the toluene and ethyl acetate
3. 3
   workup.WAITleft for 2 days under which time the Boc group
4. 4
   기타was removed
5. 5
   추출extracted four times with CH2Cl2The combined organic layer
6. 6
   건조was dried (Na2SO4)
7. 7
   여과filtered
8. 8
   기타evaporated

실험 절차

2.18 g (0.0102 mmole) (3RS)-3-(N-tert-butyloxycarbonylaminoethyl) pyrrolidine and 2.81 g (0.0125 mole) N-benzyloxycarbonyl-S-methylisothiourea was dissolved in 30 ml toluene and heated to 60°-70° C. for eight hours followed by stirring at room temperature for one day. 0.3M KHSO4 -solution was added and the water layer was washed with a mixture of the toluene and ethyl acetate and left for 2 days under which time the Boc group was removed. The acidic water phase was made alkaline and extracted four times with CH2Cl2The combined organic layer was dried (Na2SO4), filtered and evaporated to yield 2.0 g (51%) of the title compound.

출처