Convenient preparation of tert-butyl beta-(protected amino)esters.
Refluxing an aldehyde 1 with benzotriazole and benzylcarbamate in the presence of a catalytic amount of p-TsOH gave the corresponding benzyloxycarbonylamino-1-(1-benzotriazolyl)alkane 2 in good yields. Compounds 2 treated with substituted tert-butyl acetates 3 using LDA as a base afford smoothly and under mild conditions the N-2-protected 3-aminoalkanoic esters 4.
Katritzky
Alan R
AR
Center for Heterocyclic Compounds, Department of Chemistry, University of Florida, Gainesville, 32611-7200, USA. katritzky@chem.ufl.edu
Kirichenko
Kostyantyn
K
Elsayed
Ahamad M
AM
Ji
Yu
Y
Fang
Yunfeng
Y
Steel
Peter J
PJ