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DispatcherServlet.initHandlerMappings(…) uses OrderComparator.sort(…) instead of AnnotationAwareOrderComparator.sort(…) which misses out HandlerMappings that use @Order instead of implementing Ordered.
Probably an oversight that stems from the times when @Order didn't even exists. Might be worth grepping the framework sources for other uses of OrderComparator as I think AnnotationAwareOrderComparator should be used everywhere OrderComparator is used nowadays.