diff --git a/src/Umbraco.Core/Constants-CharArrays.cs b/src/Umbraco.Core/Constants-CharArrays.cs
index 0d1722f7eb..e1318d9ae9 100644
--- a/src/Umbraco.Core/Constants-CharArrays.cs
+++ b/src/Umbraco.Core/Constants-CharArrays.cs
@@ -1,4 +1,4 @@
-namespace Umbraco.Cms.Core
+namespace Umbraco.Cms.Core
 {
     public static partial class Constants
     {
@@ -78,6 +78,12 @@
             /// </summary>
             public static readonly char[] TildeForwardSlash = new char[] { '~', '/' };
 
+
+            /// <summary>
+            /// Char array containing ~ / \
+            /// </summary>
+            public static readonly char[] TildeForwardSlashBackSlash = new char[] { '~', '/', "\\" };
+
             /// <summary>
             /// Char array containing only ?
             /// </summary>
diff --git a/src/Umbraco.Core/Routing/ContentFinderByUrlAlias.cs b/src/Umbraco.Core/Routing/ContentFinderByUrlAlias.cs
index 8a48625cfe..b94ad6d496 100644
--- a/src/Umbraco.Core/Routing/ContentFinderByUrlAlias.cs
+++ b/src/Umbraco.Core/Routing/ContentFinderByUrlAlias.cs
@@ -86,7 +86,7 @@ namespace Umbraco.Cms.Core.Routing
             // and then the comparisons in IsMatch can be way faster - and allocate way less strings
             const string propertyAlias = Constants.Conventions.Content.UrlAlias;
 
-            var test1 = alias.TrimStart('/') + ",";
+            var test1 = alias.TrimStart(Constants.CharArrays.ForwardSlash) + ",";
             var test2 = ",/" + test1; // test2 is ",/alias,"
             test1 = "," + test1; // test1 is ",alias,"
 
diff --git a/src/Umbraco.Core/Routing/UmbracoRequestPaths.cs b/src/Umbraco.Core/Routing/UmbracoRequestPaths.cs
index 084b9b47e3..5d298b811a 100644
--- a/src/Umbraco.Core/Routing/UmbracoRequestPaths.cs
+++ b/src/Umbraco.Core/Routing/UmbracoRequestPaths.cs
@@ -31,7 +31,7 @@ namespace Umbraco.Cms.Core.Routing
         public UmbracoRequestPaths(IOptions<GlobalSettings> globalSettings, IHostingEnvironment hostingEnvironment)
         {
             var applicationPath = hostingEnvironment.ApplicationVirtualPath;
-            _appPath = applicationPath.TrimStart('/');
+            _appPath = applicationPath.TrimStart(Constants.CharArrays.ForwardSlash);
 
             _backOfficePath = globalSettings.Value.GetBackOfficePath(hostingEnvironment)
                 .EnsureStartsWith('/').TrimStart(_appPath.EnsureStartsWith('/')).EnsureStartsWith('/');
@@ -71,7 +71,7 @@ namespace Umbraco.Cms.Core.Routing
         /// </remarks>
         public bool IsBackOfficeRequest(string absPath)
         {
-            var fullUrlPath = absPath.TrimStart('/');
+            var fullUrlPath = absPath.TrimStart(Constants.CharArrays.ForwardSlash);
             var urlPath = fullUrlPath.TrimStart(_appPath).EnsureStartsWith('/');
 
             // check if this is in the umbraco back office
@@ -108,7 +108,7 @@ namespace Umbraco.Cms.Core.Routing
             // Umbraco/MYPLUGINAREA/MYCONTROLLERNAME/{action}/{id}
             // so if the path contains at a minimum 3 parts: Umbraco + MYPLUGINAREA + MYCONTROLLERNAME then we will have to assume it is a
             // plugin controller for the front-end.
-            if (urlPath.Split(new[] { '/' }, StringSplitOptions.RemoveEmptyEntries).Length >= 3)
+            if (urlPath.Split(Constants.CharArrays.ForwardSlash, StringSplitOptions.RemoveEmptyEntries).Length >= 3)
             {
                 return false;
             }
diff --git a/src/Umbraco.Web.Common/AspNetCore/AspNetCoreHostingEnvironment.cs b/src/Umbraco.Web.Common/AspNetCore/AspNetCoreHostingEnvironment.cs
index 0b9801f871..bb87ea62bf 100644
--- a/src/Umbraco.Web.Common/AspNetCore/AspNetCoreHostingEnvironment.cs
+++ b/src/Umbraco.Web.Common/AspNetCore/AspNetCoreHostingEnvironment.cs
@@ -141,7 +141,7 @@ namespace Umbraco.Cms.Web.Common.AspNetCore
                 throw new ArgumentException("The path appears to already be fully qualified.  Please remove the call to MapPath");
             }
 
-            return Path.Combine(root, newPath.TrimStart('~', '/', '\\'));
+            return Path.Combine(root, newPath.TrimStart(Core.Constants.CharArrays.TildeForwardSlashBackSlash));
         }
 
         /// <inheritdoc/>