This looks like a problem with Tomcat 8.5.49.
Bug tracked upstream: 63970 – java.lang.ClassCastException: org.apache.catalina.webresources.CachedResource$CachedResourceURLConnection cannot be cast to java.net.JarURLConnection
Please upgrade to 8.5.50 when that becomes available. In the meantime, you can downgrade to 8.5.46 which I have tested and confirmed works.