pH-Controlled selective protection of polyaza macrocycles
Piperazine (1), tetraazacyclododecane 3 and pentaazacyclopentadecane 4 react with chloroformates in acid solution to give the selectively protected carbamate derivatives 1a,3a-d, and 4a. The benzyloxycarbonyl derivatives 3d and 4a were alkylated with tertbutyl bromoacetate and removal of the benzyloxycarbonyl protection by catalytic hydrogenation afforded tert-butyl esters 5b and 6b in good yields.
Kovacs, Zoltan,Sherry, A. Dean
p. 759 - 763
(2007/10/03)
Partial Reduction of Diazines
Pyridazine, pyrimidine, pyrazine, quinazoline, phthalazine and quinoxaline give tetra- or hexa-hydro-N-benzyloxycarbonyl derivatives on exposure to NaB(CN)H3 in the presence of PhCO2OCOCl.
Russell, James R.,Garner, C. David,Loule, John A.
p. 409 - 410
(2007/10/02)
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