diff --git a/src/compiler/checker.ts b/src/compiler/checker.ts
index 61acab1ed14..0eaffe07c02 100644
--- a/src/compiler/checker.ts
+++ b/src/compiler/checker.ts
@@ -8165,7 +8165,7 @@ namespace ts {
                 // The expression is processed as an identifier expression (section 4.3)
                 // or property access expression(section 4.10),
                 // the widened type(section 3.9) of which becomes the result.
-                links.resolvedType = getWidenedType(checkExpression(node.exprName));
+                links.resolvedType = getRegularTypeOfLiteralType(getWidenedType(checkExpression(node.exprName)));
             }
             return links.resolvedType;
         }
diff --git a/tests/baselines/reference/typeofStripsFreshness.js b/tests/baselines/reference/typeofStripsFreshness.js
new file mode 100644
index 00000000000..827021be944
--- /dev/null
+++ b/tests/baselines/reference/typeofStripsFreshness.js
@@ -0,0 +1,27 @@
+//// [typeofStripsFreshness.ts]
+interface Collection<T> {
+    elems: T[];
+}
+interface CollectionStatic {
+    new <T>(): Collection<T>;
+}
+declare const Collection: CollectionStatic;
+
+const ALL = "all";
+type All = typeof ALL;
+
+const result: Collection<All> = new Collection();
+
+const ANOTHER = "another";
+type Another = typeof ANOTHER;
+
+type Both = Another | All;
+
+const result2: Collection<Both> = new Collection();
+
+
+//// [typeofStripsFreshness.js]
+var ALL = "all";
+var result = new Collection();
+var ANOTHER = "another";
+var result2 = new Collection();
diff --git a/tests/baselines/reference/typeofStripsFreshness.symbols b/tests/baselines/reference/typeofStripsFreshness.symbols
new file mode 100644
index 00000000000..2d3a2e67ad3
--- /dev/null
+++ b/tests/baselines/reference/typeofStripsFreshness.symbols
@@ -0,0 +1,52 @@
+=== tests/cases/compiler/typeofStripsFreshness.ts ===
+interface Collection<T> {
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+>T : Symbol(T, Decl(typeofStripsFreshness.ts, 0, 21))
+
+    elems: T[];
+>elems : Symbol(Collection.elems, Decl(typeofStripsFreshness.ts, 0, 25))
+>T : Symbol(T, Decl(typeofStripsFreshness.ts, 0, 21))
+}
+interface CollectionStatic {
+>CollectionStatic : Symbol(CollectionStatic, Decl(typeofStripsFreshness.ts, 2, 1))
+
+    new <T>(): Collection<T>;
+>T : Symbol(T, Decl(typeofStripsFreshness.ts, 4, 9))
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+>T : Symbol(T, Decl(typeofStripsFreshness.ts, 4, 9))
+}
+declare const Collection: CollectionStatic;
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+>CollectionStatic : Symbol(CollectionStatic, Decl(typeofStripsFreshness.ts, 2, 1))
+
+const ALL = "all";
+>ALL : Symbol(ALL, Decl(typeofStripsFreshness.ts, 8, 5))
+
+type All = typeof ALL;
+>All : Symbol(All, Decl(typeofStripsFreshness.ts, 8, 18))
+>ALL : Symbol(ALL, Decl(typeofStripsFreshness.ts, 8, 5))
+
+const result: Collection<All> = new Collection();
+>result : Symbol(result, Decl(typeofStripsFreshness.ts, 11, 5))
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+>All : Symbol(All, Decl(typeofStripsFreshness.ts, 8, 18))
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+
+const ANOTHER = "another";
+>ANOTHER : Symbol(ANOTHER, Decl(typeofStripsFreshness.ts, 13, 5))
+
+type Another = typeof ANOTHER;
+>Another : Symbol(Another, Decl(typeofStripsFreshness.ts, 13, 26))
+>ANOTHER : Symbol(ANOTHER, Decl(typeofStripsFreshness.ts, 13, 5))
+
+type Both = Another | All;
+>Both : Symbol(Both, Decl(typeofStripsFreshness.ts, 14, 30))
+>Another : Symbol(Another, Decl(typeofStripsFreshness.ts, 13, 26))
+>All : Symbol(All, Decl(typeofStripsFreshness.ts, 8, 18))
+
+const result2: Collection<Both> = new Collection();
+>result2 : Symbol(result2, Decl(typeofStripsFreshness.ts, 18, 5))
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+>Both : Symbol(Both, Decl(typeofStripsFreshness.ts, 14, 30))
+>Collection : Symbol(Collection, Decl(typeofStripsFreshness.ts, 0, 0), Decl(typeofStripsFreshness.ts, 6, 13))
+
diff --git a/tests/baselines/reference/typeofStripsFreshness.types b/tests/baselines/reference/typeofStripsFreshness.types
new file mode 100644
index 00000000000..e99d91dcfd0
--- /dev/null
+++ b/tests/baselines/reference/typeofStripsFreshness.types
@@ -0,0 +1,56 @@
+=== tests/cases/compiler/typeofStripsFreshness.ts ===
+interface Collection<T> {
+>Collection : Collection<T>
+>T : T
+
+    elems: T[];
+>elems : T[]
+>T : T
+}
+interface CollectionStatic {
+>CollectionStatic : CollectionStatic
+
+    new <T>(): Collection<T>;
+>T : T
+>Collection : Collection<T>
+>T : T
+}
+declare const Collection: CollectionStatic;
+>Collection : CollectionStatic
+>CollectionStatic : CollectionStatic
+
+const ALL = "all";
+>ALL : "all"
+>"all" : "all"
+
+type All = typeof ALL;
+>All : "all"
+>ALL : "all"
+
+const result: Collection<All> = new Collection();
+>result : Collection<"all">
+>Collection : Collection<T>
+>All : "all"
+>new Collection() : Collection<"all">
+>Collection : CollectionStatic
+
+const ANOTHER = "another";
+>ANOTHER : "another"
+>"another" : "another"
+
+type Another = typeof ANOTHER;
+>Another : "another"
+>ANOTHER : "another"
+
+type Both = Another | All;
+>Both : Both
+>Another : "another"
+>All : "all"
+
+const result2: Collection<Both> = new Collection();
+>result2 : Collection<Both>
+>Collection : Collection<T>
+>Both : Both
+>new Collection() : Collection<Both>
+>Collection : CollectionStatic
+
diff --git a/tests/cases/compiler/typeofStripsFreshness.ts b/tests/cases/compiler/typeofStripsFreshness.ts
new file mode 100644
index 00000000000..93ef939a224
--- /dev/null
+++ b/tests/cases/compiler/typeofStripsFreshness.ts
@@ -0,0 +1,19 @@
+interface Collection<T> {
+    elems: T[];
+}
+interface CollectionStatic {
+    new <T>(): Collection<T>;
+}
+declare const Collection: CollectionStatic;
+
+const ALL = "all";
+type All = typeof ALL;
+
+const result: Collection<All> = new Collection();
+
+const ANOTHER = "another";
+type Another = typeof ANOTHER;
+
+type Both = Another | All;
+
+const result2: Collection<Both> = new Collection();