593260-70-9Relevant academic research and scientific papers
Conjugate addition of phenols to 2-nitrogalactal - Synthesis of O-(2-acetamido-2-deoxygalactosyl) tyrosine
Khodair, Ahmed I.,Winterfeld, Gottfried A.,Schmidt, Richard R.
, p. 1847 - 1852 (2007/10/03)
2-Nitrogalactal derivative 1 afforded 2-deoxy-2-nitrogalactopyranosides on treatment with phenol and substituted derivatives under base catalysis. Transformation of the nitro group into the amino and the acetamido groups and O-deprotection could readily be performed, thus providing aryl 2-acetamido2-deoxygalactopyranosides 5 and 6 in high yields and with good stereoselectivities. The same reaction sequence could also be successfully applied to N-Boc-protected tyrosine methyl ester, to afford the O-galactopyranonsyl tyrosine derivative 10. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.
