Convenient approaches to synthesis of furanoid sugar-aza-crown ethers from C-ribosyl azido aldehyde via a reductive amination/amidation.
A short and highly efficient route to the alpha-anomer of a furanoid sugar-aza-crown ether was developed by a one-pot reductive amination of an alpha-anomer C-ribosyl azido aldehyde. In addition, the beta-anomer furanoid sugar-aza-crown ether was synthesized from a linear disaccharide precursor via amidation and then followed by microwave-assisted amide reduction.
Department of Chemistry, National Changhua University of Education, Changhua 50058, Taiwan.
Yu-Chi
YC
Hsieh
Jiun-Ly
JL
Chir
Wei
W
Zou
Hsiu-Han
HH
Wu
An-Tai
AT
Wu
D000447:Aldehydes / Q000737:chemistry*; D000586:Amination; D001372:Aza Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D043844:Crown Ethers / Q000138:chemical synthesis* / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure
D000447:Aldehydes; D001372:Aza Compounds; D043844:Crown Ethers