반응 #960

반응 방정식

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

sodium azide

Water

→

product

수율 68.2%

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

수율 68.2%

용매

dimethylformamide

반응 조건

후처리

1. 1
   추출the mixture was extracted twice with toluene/ethyl acetate 2/1
2. 2
   건조The combined organic layer was dried (Na2SO4)
3. 3
   여과filtered
4. 4
   기타evaporated
5. 5
   기타The crude product was purified by flash chromatography

실험 절차

0.450 g (1.27 mmole) (3RS)-1-(N-benzyloxycarbonylamidino)-3-mesyloxymethyl pyrrolidine and 0.124 g (1.9 mmole) of sodium azide were dissolved in 10 ml dimethylformamide and heated to 60° C. for four hours followed by stirring at room temperature over night. Water was added and the mixture was extracted twice with toluene/ethyl acetate 2/1. The combined organic layer was dried (Na2SO4), filtered and evaporated. The crude product was purified by flash chromatography using CH2Cl2 /MeOH 95/5 as eluent to yield 0.262 g (68%) of the product.

출처