diff --git a/packages/angular/build/src/builders/library/options.ts b/packages/angular/build/src/builders/library/options.ts
index 7f74954de60b..2c94b80f9568 100644
--- a/packages/angular/build/src/builders/library/options.ts
+++ b/packages/angular/build/src/builders/library/options.ts
@@ -295,6 +295,10 @@ function normalizeEntryPoints(
   const exportsRecord = typeof rawExports === 'string' ? { '.': rawExports } : rawExports;
 
   const entryPoints = new Map<string, NormalizedEntryPoint>();
+  // Bundle names flatten '/' to '-', so two distinct subpaths can produce one.
+  // Keyed case-insensitively: names differing only in case are distinct keys in
+  // the bundler input map but one file on a case-insensitive filesystem.
+  const bundleNameOrigins = new Map<string, string>();
   let hasPrimary = false;
 
   for (const [key, value] of Object.entries(exportsRecord)) {
@@ -346,6 +350,17 @@ function normalizeEntryPoints(
       );
     }
 
+    const bundleNameKey = entryPoint.bundleName.toLowerCase();
+    const collidingKey = bundleNameOrigins.get(bundleNameKey);
+    if (collidingKey !== undefined) {
+      throw new Error(
+        `Entry points '${collidingKey}' and '${key}' both produce the bundle name ` +
+          `'${entryPoint.bundleName}'. Entry point subpaths must not differ only by ` +
+          `'/' versus '-', or by case.`,
+      );
+    }
+
+    bundleNameOrigins.set(bundleNameKey, key);
     entryPoints.set(entryPoint.name, entryPoint);
 
     if (entryPoint.isPrimary) {
diff --git a/packages/angular/build/src/builders/library/tests/options/entry-points_spec.ts b/packages/angular/build/src/builders/library/tests/options/entry-points_spec.ts
index cf1bb1b6e7b7..05ddeb76fca5 100644
--- a/packages/angular/build/src/builders/library/tests/options/entry-points_spec.ts
+++ b/packages/angular/build/src/builders/library/tests/options/entry-points_spec.ts
@@ -45,6 +45,86 @@ describeLibraryBuilder(executeLibraryBuilder, LIBRARY_BUILDER_INFO, (harness) =>
       expect(result?.success).toBeTrue();
     });
 
+    it('should succeed with a nested entry point beside a similarly named flat one', async () => {
+      await harness.writeFiles({
+        'projects/lib/zz/child/public-api.ts': 'export const NESTED = 42;\n',
+        'projects/lib/zz-sibling/public-api.ts': 'export const FLAT = 7;\n',
+      });
+      await harness.modifyFile('projects/lib/package.json', (content) => {
+        const pkg = JSON.parse(content);
+        pkg.exports = {
+          '.': './src/public-api.ts',
+          './zz/child': './zz/child/public-api.ts',
+          './zz-sibling': './zz-sibling/public-api.ts',
+        };
+
+        return JSON.stringify(pkg, null, 2);
+      });
+
+      const { result } = await harness.executeOnce();
+      expect(result?.success).toBeTrue();
+      harness.expectFile('dist/lib/fesm2022/lib-zz-child.mjs').toExist();
+      harness.expectFile('dist/lib/fesm2022/lib-zz-sibling.mjs').toExist();
+    });
+
+    it('should fail when two entry points produce the same bundle name', async () => {
+      // A bundle name flattens '/' to '-', so './zz/child' and './zz-child' both
+      // become 'lib-zz-child'. Without a guard the second silently overwrites the
+      // first in the bundler input map: the build exits 0, one entry point's code
+      // is gone, and both 'exports' keys resolve to the surviving file.
+      await harness.writeFiles({
+        'projects/lib/zz/child/public-api.ts': 'export const NESTED = 42;\n',
+        'projects/lib/zz-child/public-api.ts': 'export const FLAT = 7;\n',
+      });
+      await harness.modifyFile('projects/lib/package.json', (content) => {
+        const pkg = JSON.parse(content);
+        pkg.exports = {
+          '.': './src/public-api.ts',
+          './zz/child': './zz/child/public-api.ts',
+          './zz-child': './zz-child/public-api.ts',
+        };
+
+        return JSON.stringify(pkg, null, 2);
+      });
+
+      const { result, error } = await harness.executeOnce({
+        outputLogsOnException: false,
+        outputLogsOnFailure: false,
+      });
+      expect(result).toBeUndefined();
+      expect(error).toBeDefined();
+      expect((error as Error).message).toMatch(
+        /both produce the bundle name 'lib-zz-child'/,
+      );
+    });
+
+    it('should fail when two entry points differ only by case', async () => {
+      // Distinct keys in the bundler input map, but one file on a case-insensitive
+      // filesystem, so the emitted bundle depends on which OS ran the build.
+      await harness.writeFiles({
+        'projects/lib/Zz/public-api.ts': 'export const UPPER = 42;\n',
+        'projects/lib/zz/public-api.ts': 'export const LOWER = 7;\n',
+      });
+      await harness.modifyFile('projects/lib/package.json', (content) => {
+        const pkg = JSON.parse(content);
+        pkg.exports = {
+          '.': './src/public-api.ts',
+          './Zz': './Zz/public-api.ts',
+          './zz': './zz/public-api.ts',
+        };
+
+        return JSON.stringify(pkg, null, 2);
+      });
+
+      const { result, error } = await harness.executeOnce({
+        outputLogsOnException: false,
+        outputLogsOnFailure: false,
+      });
+      expect(result).toBeUndefined();
+      expect(error).toBeDefined();
+      expect((error as Error).message).toMatch(/both produce the bundle name/);
+    });
+
     it('should fail when entry point is not a .ts or .mts file', async () => {
       await harness.modifyFile('projects/lib/package.json', (content) => {
         const pkg = JSON.parse(content);