diff --git a/tsc/internal/contentmapper/contentmapper.go b/tsc/internal/contentmapper/contentmapper.go
index d799a4d517106..158e6ee4be1b5 100644
--- a/tsc/internal/contentmapper/contentmapper.go
+++ b/tsc/internal/contentmapper/contentmapper.go
@@ -61,12 +61,12 @@ type Mapper struct {
 	ContributionID string `json:"-"`
 }
 
-var supportedVirtualExtensions = collections.NewSetFromItems(
-	".js", ".jsx", ".mjs", ".cjs", ".ts", ".tsx", ".mts", ".cts", ".json",
-)
-
 func IsSupportedVirtualExtension(extension string) bool {
-	return supportedVirtualExtensions.Has(extension)
+	switch extension {
+	case ".js", ".jsx", ".mjs", ".cjs", ".ts", ".tsx", ".mts", ".cts", ".json":
+		return true
+	}
+	return false
 }
 
 func IsValidExtension(extension string) bool {
diff --git a/tsc/internal/execute/build/buildtask.go b/tsc/internal/execute/build/buildtask.go
index bd3cddee85c25..c31d37a094c69 100644
--- a/tsc/internal/execute/build/buildtask.go
+++ b/tsc/internal/execute/build/buildtask.go
@@ -2,7 +2,6 @@ package build
 
 import (
 	"fmt"
-	"iter"
 	"slices"
 	"strconv"
 	"strings"
@@ -491,7 +490,7 @@ func (t *BuildTask) getUpToDateStatus(orchestrator *Orchestrator, configPath tsp
 			if seenRoots.Has(inputPath) || resolvedRoots.Has(inputPath) {
 				continue
 			}
-			if isContentMapperSupplementalBuildInfoPath(inputPath, getBuildInfoRootInfoReader().Roots()) &&
+			if isContentMapperVirtualFilePath(inputPath, getBuildInfoRootInfoReader()) &&
 				!orchestrator.host.FS().FileExists(inputFileName) {
 				continue
 			}
@@ -620,21 +619,25 @@ func (t *BuildTask) getUpToDateStatus(orchestrator *Orchestrator, configPath tsp
 	}
 }
 
-func isContentMapperSupplementalBuildInfoPath(inputPath tspath.PathKey, roots iter.Seq[tspath.PathKey]) bool {
-	for root := range roots {
-		suffix, ok := strings.CutPrefix(string(inputPath), string(root)+".")
-		if !ok {
-			continue
-		}
-		index, extension, ok := strings.Cut(suffix, ".")
-		if !ok || extension == "" {
-			continue
-		}
-		if _, err := strconv.Atoi(index); err == nil && contentmapper.IsSupportedVirtualExtension("."+extension) {
-			return true
-		}
+func isContentMapperVirtualFilePath(inputPath tspath.PathKey, roots *incremental.BuildInfoRootInfoReader) bool {
+	extension := inputPath.Extension()
+	if !contentmapper.IsSupportedVirtualExtension(extension) {
+		return false
 	}
-	return false
+
+	pathWithoutExtension := tspath.RemoveExtension(inputPath.AsString(), extension)
+	rootName, index, ok := strings.CutLast(pathWithoutExtension, ".")
+	if !ok {
+		return false
+	}
+
+	rootPath, ok := tspath.TryPathKeyFromCanonical(rootName)
+	if !ok || !roots.HasRoot(rootPath) {
+		return false
+	}
+
+	_, err := strconv.Atoi(index)
+	return err == nil
 }
 
 func (t *BuildTask) reportUpToDateStatus(orchestrator *Orchestrator) {
diff --git a/tsc/internal/execute/build/buildtask_contentmapper_test.go b/tsc/internal/execute/build/buildtask_contentmapper_test.go
index 6c0be83180f01..c34203e71aaf0 100644
--- a/tsc/internal/execute/build/buildtask_contentmapper_test.go
+++ b/tsc/internal/execute/build/buildtask_contentmapper_test.go
@@ -1,20 +1,98 @@
 package build
 
 import (
-	"slices"
+	"strconv"
 	"testing"
 
+	"github.com/microsoft/TypeScript/tsc/internal/execute/incremental"
 	"github.com/microsoft/TypeScript/tsc/internal/tspath"
 	"gotest.tools/v3/assert"
 )
 
-func TestIsContentMapperSupplementalBuildInfoPath(t *testing.T) {
+func TestContentMapperVirtualFilePaths(t *testing.T) {
 	t.Parallel()
-	roots := []tspath.PathKey{"/src/app.vue", "/src/index.ts"}
+	buildInfo := &incremental.BuildInfo{
+		Root: []*incremental.BuildInfoRoot{
+			{NonIncremental: "/src/a.vue"},
+			{NonIncremental: "/src/b.ts"},
+			{NonIncremental: "/src/a.vue.0"},
+		},
+	}
+	roots := buildInfo.GetBuildInfoRootInfoReader("/", tspath.CaseSensitive)
 
-	assert.Assert(t, isContentMapperSupplementalBuildInfoPath("/src/app.vue.0.ts", slices.Values(roots)))
-	assert.Assert(t, isContentMapperSupplementalBuildInfoPath("/src/app.vue.12.mts", slices.Values(roots)))
-	assert.Assert(t, !isContentMapperSupplementalBuildInfoPath("/src/app.vue.ts", slices.Values(roots)))
-	assert.Assert(t, !isContentMapperSupplementalBuildInfoPath("/src/app.vue.0.txt", slices.Values(roots)))
-	assert.Assert(t, !isContentMapperSupplementalBuildInfoPath("/src/other.vue.0.ts", slices.Values(roots)))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.ts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.1.tsx", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.12.mts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.2.cts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.js", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.jsx", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.mjs", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.cjs", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.json", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/b.ts.0.ts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.1.ts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.+1.ts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.-1.ts", roots))
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.001.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.0.txt", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.0.d.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.0.d.mts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.0.d.cts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.0", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue..ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.x.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.99999999999999999999.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vue.1.0.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/b.vue.0.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.vuex.0.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/a.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/.0.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/..0.ts", roots))
+}
+
+func TestContentMapperVirtualFilePathsUseOriginalRoots(t *testing.T) {
+	t.Parallel()
+	buildInfo := &incremental.BuildInfo{
+		FileNames:    []incremental.BuildInfoPath{"./src/a.vue", "./src/b.vue"},
+		Root:         []*incremental.BuildInfoRoot{{Start: 2}},
+		ResolvedRoot: []*incremental.BuildInfoResolvedRoot{{Resolved: 2, Root: 1}},
+	}
+	roots := buildInfo.GetBuildInfoRootInfoReader("/", tspath.CaseSensitive)
+
+	assert.Assert(t, isContentMapperVirtualFilePath("/src/a.vue.0.ts", roots))
+	assert.Assert(t, !isContentMapperVirtualFilePath("/src/b.vue.0.ts", roots))
+}
+
+func BenchmarkContentMapperVirtualFilePaths(b *testing.B) {
+	for _, count := range []int{100, 1000, 10000} {
+		buildInfo := &incremental.BuildInfo{}
+		for i := range count {
+			buildInfo.Root = append(buildInfo.Root, &incremental.BuildInfoRoot{
+				NonIncremental: incremental.BuildInfoPath("/project/packages/a/src/components/a" + strconv.Itoa(i) + ".vue"),
+			})
+		}
+		roots := buildInfo.GetBuildInfoRootInfoReader("/", tspath.CaseSensitive)
+		b.Run("roots="+strconv.Itoa(count), func(b *testing.B) {
+			b.Run("declarationFile", func(b *testing.B) {
+				b.ReportAllocs()
+				for b.Loop() {
+					isContentMapperVirtualFilePath("/project/node_modules/a/b.d.ts", roots)
+				}
+			})
+			b.Run("sourceFile", func(b *testing.B) {
+				b.ReportAllocs()
+				for b.Loop() {
+					isContentMapperVirtualFilePath("/project/node_modules/a/b.js", roots)
+				}
+			})
+			b.Run("virtualFile", func(b *testing.B) {
+				path := tspath.PathKeyFromCanonical(buildInfo.Root[count-1].NonIncremental.AsString() + ".0.ts")
+				b.ReportAllocs()
+				for b.Loop() {
+					isContentMapperVirtualFilePath(path, roots)
+				}
+			})
+		})
+	}
 }
diff --git a/tsc/internal/execute/incremental/buildInfo.go b/tsc/internal/execute/incremental/buildInfo.go
index 4e248c77a64b7..c0990ef457525 100644
--- a/tsc/internal/execute/incremental/buildInfo.go
+++ b/tsc/internal/execute/incremental/buildInfo.go
@@ -687,6 +687,10 @@ func (b *BuildInfoRootInfoReader) Roots() iter.Seq[tspath.PathKey] {
 	return b.rootToResolved.Keys()
 }
 
+func (b *BuildInfoRootInfoReader) HasRoot(path tspath.PathKey) bool {
+	return b.rootToResolved.Has(path)
+}
+
 func (b *BuildInfoRootInfoReader) RootFileName(path tspath.PathKey) tspath.RootedFilePath {
 	fileName, ok := b.rootFileNames[path]
 	if !ok {