75930-29-9

Downstream Products

• 75930-31-3 1-deoxy-1-(3,4-dihydro-2,4-dioxo-1(2H)-pyrimidinyl)-N-<2-(3-methylureido)ethyl>β-D-ribofuranuronamide 
• 75930-30-2 1-deoxy-1-(1,6-dihydro-6-oxo-9H-purin-9-yl)-N-<2-(3-methylureido)ethyl>β-D-ribofuranuronamide 
• 75930-34-6 1,2-dideoxy-1-(3,4-dihydro-5-methyl-2,4-dioxo-1(2H)-pyrimidinyl)-N-<2-(3-methylureido)ethyl>-β-D-ribofuranuronamide 
• 83019-65-2 3-<<2-(3-methylureido)ethyl>amino>-1-(2-cyanophenoxy)propan-2-ol 

Relevant academic research and scientific papers

Is there stereoelectronic control in hydrolysis of cyclic guanidinium ions?

To assess stereoelectronic effects in the cleavage of tetrahedral intermediates, a series of five-, six-; and seven-membered cyclic guanidinium salts was synthesized. If stereoelectronic control by antiperiplanar lone pairs is operative, these are expected to hydrolyze with endocyclic C-N cleavage to acyclic ureas. However, hydrolysis in basic media produces mixtures of cyclic and acyclic products, as determined by 1H NMR analysis. The results show that in the six-membered ring antiperiplanar lone pairs provide a weak acceleration of the breakdown of the tetrahedral intermediate, but in five- and seven-membered rings there is no evidence for such acceleration, which instead can be provided by syn lone pairs.