Benzyl 3-Bromopropyl Ether → tert-butyl (3RS,4RS)-4-[5-(3-benzyloxy-propoxy)-pyrimidin-2-yl]-3-hydroxy-piperidine-1-carboxylate

A mixture of 65 mg (0.22 mmol) of tert-butyl (3RS,4RS)-3-hydroxy-4-(5-hydroxy-pyrimidin-2-yl)-piperidine-1-carboxylate and 151.2 mg (0.66 mmol) of (3-bromo-propoxymethyl)-benzene in 10 ml of methyl ethyl ketone was stirred at 80° C. for 48 hours under argon. For the working-up, the reaction mixture was evaporated under reduced pressure, the residue was taken up in methylene chloride and the solution was chromatographed directly on silica gel using a 1:4 mixture of methylene chloride and ethyl acetate as the eluent. There were obtained 40 mg (41% of theory) of tert-butyl (3RS,4RS)-4-[5-(3-benzyloxy-propoxy)-pyrimidin-2-yl]-3-hydroxy-piperidine-1-carboxylate as a foam; Rf : 0.43 (silica gel; methylene chloride:ethyl acetate=1:4 v/v).

1. customthe reaction mixture was evaporated under reduced pressure
2. customthe solution was chromatographed directly on silica gel using
3. additiona 1:4 mixture of methylene chloride and ethyl acetate as the eluent

ORD 기록

ord-31c83c1cab3945e08a884bdb3a70eb3a

출처 데이터셋

uspto-grants-2000_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US06150526