diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index ed44d8b4140..f76f1b318e9 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -12473,10 +12473,10 @@ namespace ts {
                     return propertiesIdenticalTo(source, target);
                 }
                 const requireOptionalProperties = relation === subtypeRelation && !isObjectLiteralType(source) && !isEmptyArrayLiteralType(source) && !isTupleType(source);
-                const unmatchedProperty = getUnmatchedProperty(source, target, requireOptionalProperties);
+                const unmatchedProperty = getUnmatchedProperty(source, target, requireOptionalProperties, /*matchDiscriminantProperties*/ false);
                 if (unmatchedProperty) {
                     if (reportErrors) {
-                        const props = arrayFrom(getUnmatchedProperties(source, target, requireOptionalProperties));
+                        const props = arrayFrom(getUnmatchedProperties(source, target, requireOptionalProperties, /*matchDiscriminantProperties*/ false));
                         if (!headMessage || (headMessage.code !== Diagnostics.Class_0_incorrectly_implements_interface_1.code &&
                             headMessage.code !== Diagnostics.Class_0_incorrectly_implements_class_1_Did_you_mean_to_extend_1_and_inherit_its_members_as_a_subclass.code)) {
                             suppressNextError = true; // Retain top-level error for interface implementing issues, otherwise omit it
@@ -13900,7 +13900,7 @@ namespace ts {
             return getTypeFromInference(inference);
         }
 
-        function* getUnmatchedProperties(source: Type, target: Type, requireOptionalProperties: boolean) {
+        function* getUnmatchedProperties(source: Type, target: Type, requireOptionalProperties: boolean, matchDiscriminantProperties: boolean) {
             const properties = target.flags & TypeFlags.Intersection ? getPropertiesOfUnionOrIntersectionType(<IntersectionType>target) : getPropertiesOfObjectType(target);
             for (const targetProp of properties) {
                 if (requireOptionalProperties || !(targetProp.flags & SymbolFlags.Optional)) {
@@ -13908,12 +13908,21 @@ namespace ts {
                     if (!sourceProp) {
                         yield targetProp;
                     }
+                    else if (matchDiscriminantProperties) {
+                        const targetType = getTypeOfSymbol(targetProp);
+                        if (targetType.flags & TypeFlags.Unit) {
+                            const sourceType = getTypeOfSymbol(sourceProp);
+                            if (!(sourceType.flags & TypeFlags.Any || getRegularTypeOfLiteralType(sourceType) === getRegularTypeOfLiteralType(targetType))) {
+                                yield targetProp;
+                            }
+                        }
+                    }
                 }
             }
         }
 
-        function getUnmatchedProperty(source: Type, target: Type, requireOptionalProperties: boolean): Symbol | undefined {
-            return getUnmatchedProperties(source, target, requireOptionalProperties).next().value;
+        function getUnmatchedProperty(source: Type, target: Type, requireOptionalProperties: boolean, matchDiscriminantProperties: boolean): Symbol | undefined {
+            return getUnmatchedProperties(source, target, requireOptionalProperties, matchDiscriminantProperties).next().value;
         }
 
         function tupleTypesDefinitelyUnrelated(source: TupleTypeReference, target: TupleTypeReference) {
@@ -13925,7 +13934,8 @@ namespace ts {
             // Two tuple types with incompatible arities are definitely unrelated.
             // Two object types that each have a property that is unmatched in the other are definitely unrelated.
             return isTupleType(source) && isTupleType(target) && tupleTypesDefinitelyUnrelated(source, target) ||
-                !!getUnmatchedProperty(source, target, /*requireOptionalProperties*/ false) && !!getUnmatchedProperty(target, source, /*requireOptionalProperties*/ false);
+                !!getUnmatchedProperty(source, target, /*requireOptionalProperties*/ false, /*matchDiscriminantProperties*/ true) &&
+                !!getUnmatchedProperty(target, source, /*requireOptionalProperties*/ false, /*matchDiscriminantProperties*/ true);
         }
 
         function getTypeFromInference(inference: InferenceInfo) {