Synthesis of novel chiral macrocyclic ligands bearing methyl 4,6-O-benzylidene-α-D-mannopyranoside
- 1 January 1983
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 3,p. 132-133
- https://doi.org/10.1039/c39830000132
Abstract
O-Alkylation of methyl 4,6-O-benzylidene-α-D-mannopyranoside with t-butyl bromoacetate under phase-transfer conditions, followed by reduction and tosylation leads to an intermediate which was used in the formation of the two diaza-crown ethers (3a) and (3b)via condensation with 1,8-diamino-3,6-dioxaoctane in the presence of KF–Al2O3 and N,N-bisethoxycarbonyl-1,8-diamino-3,6-dioxaoctane in Me2SO–NaH–KBr, respectively.Keywords
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