Relative reactivities with carbohydrates

The total yield of 201 was increased and the synthesis time reduced by extracting [nC]butyric acid from its lithium salt by dry 0.1% HCl/He gas mixture and carrying out its pyrolysis at 530 °C over glass beads (equation 104). The relative reactivity of 201 to primary, secondary and tertiary alcohols (equation 105a, b, c) has been found to be as 1 0.4 0.1, respectively. Several bioactive compounds have been labelled with [nC]propyl ketene, such as carbohydrate compounds193 and IV-butyl compounds, for instance /V- 11 C]butyryl THPO, 202, and some phorbol esters192, 203, 204 and 205. 

Tabic I. Relative reactivities of galactose oxidase with carbohydrates (Refs. 3. 30, 31.)... 

The organotin derivative (7) was prepared from D-mannose, and some reactions involving Sn-Li exchange were studied, while the relative reactivities of some C-triphenylstaimyl-carbohydrate derivatives in iodine-induced phenyl-tin bond cleavage reactions have been determined. Nucleophilic addition of a carbanionic carborane to a number of sugar aldehydes has provided adducts that were used in attempts to increase the water solubility of carborane - antibody complexes with a view to localising boron on tumors prior to... 

A review of the relative reactivities of the hydroxy-groups of carbohydrates has dealt with esterification, etherification, acetalation, halogenation, and oxidation, and with the migration of substituents. Shallenberger s rationale is considered to explain satisfactorily the relative sweetness of sucrose, xylitol, arabinitol, ribitol, D-galacto-sucTOSG, and methylated derivatives of sucrose. ... 

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