diff --git a/phpunit/src/ServerEnvironmentTest.php b/phpunit/src/ServerEnvironmentTest.php
new file mode 100644
index 00000000..38f2b1e1
--- /dev/null
+++ b/phpunit/src/ServerEnvironmentTest.php
@@ -0,0 +1,73 @@
+<?php
+
+namespace TypePhp\Tests;
+
+use PHPUnit\Framework\TestCase;
+use ReflectionMethod;
+use TypePhp\CompilerBase;
+use TypePhp\CompilerTest;
+use TypePhp\Translator;
+
+class ServerEnvironmentTest extends TestCase
+{
+    private string $testDir;
+
+    protected function setUp(): void
+    {
+        parent::setUp();
+        $this->testDir = sys_get_temp_dir() . '/server_environment_test_' . uniqid();
+        mkdir($this->testDir, 0777, true);
+    }
+
+    protected function tearDown(): void
+    {
+        parent::tearDown();
+        $this->removeDirectory($this->testDir);
+    }
+
+    private function removeDirectory(string $dir): void
+    {
+        if (!is_dir($dir)) {
+            return;
+        }
+        foreach (array_diff(scandir($dir), ['.', '..']) as $file) {
+            $path = $dir . DIRECTORY_SEPARATOR . $file;
+            is_dir($path) ? $this->removeDirectory($path) : unlink($path);
+        }
+        rmdir($dir);
+    }
+
+    public function testGeneratedServerEnvironmentMatchesCliAndEscapesScriptPath(): void
+    {
+        $compiler = CompilerTest::create($this->testDir);
+        $method = new ReflectionMethod(Translator::class, 'registerServerEnvironment');
+        $code = $method->invoke($compiler, 'C:\\project\\"quoted"\\main.php');
+
+        $this->assertStringContainsString('php::Var &_SERVER = _global_var__SERVER;', $code);
+        $this->assertStringContainsString('php::Str php_self = "PHP_SELF";', $code);
+        $this->assertStringContainsString('php::Str script_name = "SCRIPT_NAME";', $code);
+        $this->assertStringContainsString('php::Str script_filename = "SCRIPT_FILENAME";', $code);
+        $this->assertStringContainsString('php::Str path_translated = "PATH_TRANSLATED";', $code);
+        $this->assertStringContainsString('php::Str document_root = "DOCUMENT_ROOT";', $code);
+        $this->assertStringContainsString(
+            'php::Str value = "' . $compiler->escapeString('C:\\project\\"quoted"\\main.php') . '";',
+            $code
+        );
+        $this->assertStringContainsString('_SERVER.item(path_translated, true) = value;', $code);
+        $this->assertStringContainsString('_SERVER.item(document_root, true) = "";', $code);
+    }
+
+    public function testServerGlobalIsForcedOnlyForBinaryBuilds(): void
+    {
+        $binaryCompiler = CompilerTest::create($this->testDir);
+        $binaryFile = $this->testDir . '/binary.h';
+        $binaryCompiler->genDataDeclarations($binaryFile);
+        $this->assertStringContainsString('_global_var__SERVER', file_get_contents($binaryFile));
+
+        $extensionCompiler = CompilerTest::create($this->testDir);
+        $extensionCompiler->setBuildMode(CompilerBase::BUILD_MODE_EXT);
+        $extensionFile = $this->testDir . '/extension.h';
+        $extensionCompiler->genDataDeclarations($extensionFile);
+        $this->assertStringNotContainsString('_global_var__SERVER', file_get_contents($extensionFile));
+    }
+}
diff --git a/src/Translator.php b/src/Translator.php
index 67f5d479..6aa5a7b8 100644
--- a/src/Translator.php
+++ b/src/Translator.php
@@ -690,6 +690,13 @@ class Translator extends Preprocessor
     {
         $lines[] = '#include <phpx.h>';
         $lines[] = PHP_EOL;
+
+        // Embedded binaries populate the CLI script fields in $_SERVER at
+        // request startup, even when the source does not reference $_SERVER.
+        if ($this->isBuildModeBin() && !$this->hasGlobalVar('_SERVER')) {
+            $this->addGlobalVar('_SERVER', Type::ARRAY);
+        }
+
         foreach ($this->globalVars as $name => $type) {
             $lines[] = 'extern THREAD_LOCAL ' . Type::VAR . ' ' . $this->escapeGlobalVar($name) . ';';
         }
@@ -1038,7 +1045,10 @@ CODE;
 
         if ($this->isBuildModeBin()) {
             $entryFunction = $this->symbols->function(self::ENTRY_FUNCTION);
+            // FunctionDef::sourceFile comes from loadFile()'s realpath(), so the
+            // CLI script fields always identify main()'s canonical absolute file.
             $entryFile = $entryFunction->sourceFile;
+            $code .= $this->registerServerEnvironment($entryFile);
             $entryFileArg = $this->genCharPtr($entryFile, true);
             $entryPrefix = str_repeat("\n", max(0, $entryFunction->startLine - 1));
             if (count($entryFunction->argInfoList) == 2) {
@@ -1046,6 +1056,7 @@ CODE;
             } else {
                 $entryScript = $entryPrefix . 'main();';
             }
+
             $code .= 'php::eval(' . $this->genCharPtr($entryScript, true) . ', ' . $entryFileArg . ');' . PHP_EOL;
         }
 
@@ -3222,6 +3233,25 @@ CODE;
         return $cppCode;
     }
 
+    private function registerServerEnvironment(string $entryFile): string
+    {
+        $cppCode = 'php::Var &_SERVER = ' . $this->escapeGlobalVar('_SERVER') . ';' . PHP_EOL;
+        $cppCode .= 'php::Str php_self = "PHP_SELF";' . PHP_EOL;
+        $cppCode .= 'php::Str script_name = "SCRIPT_NAME";' . PHP_EOL;
+        $cppCode .= 'php::Str script_filename = "SCRIPT_FILENAME";' . PHP_EOL;
+        $cppCode .= 'php::Str path_translated = "PATH_TRANSLATED";' . PHP_EOL;
+        $cppCode .= 'php::Str document_root = "DOCUMENT_ROOT";' . PHP_EOL;
+        $cppCode .= 'php::Str value = ' . $this->genCharPtr($entryFile, true) . ';' . PHP_EOL;
+
+        $cppCode .= '_SERVER.item(php_self, true) = value;' . PHP_EOL;
+        $cppCode .= '_SERVER.item(script_name, true) = value;' . PHP_EOL;
+        $cppCode .= '_SERVER.item(script_filename, true) = value;' . PHP_EOL;
+        $cppCode .= '_SERVER.item(path_translated, true) = value;' . PHP_EOL;
+        $cppCode .= '_SERVER.item(document_root, true) = "";' . PHP_EOL;
+
+        return $cppCode . PHP_EOL;
+    }
+
     private function canConsumeForwardedArgument(ArgInfo $argInfo): bool
     {
         if ($argInfo->byRef) {
diff --git a/tests/compiler/super_global/server-init.phpt b/tests/compiler/super_global/server-init.phpt
new file mode 100644
index 00000000..ce8cc049
--- /dev/null
+++ b/tests/compiler/super_global/server-init.phpt
@@ -0,0 +1,24 @@
+--TEST--
+$_SERVER: init PHP_SELF, SCRIPT_NAME, SCRIPT_FILENAME, PATH_TRANSLATED and DOCUMENT_ROOT
+--ENV--
+PHP_SELF=from-environment
+SCRIPT_NAME=from-environment
+SCRIPT_FILENAME=from-environment
+PATH_TRANSLATED=from-environment
+DOCUMENT_ROOT=from-environment
+--FILE--
+<?php
+
+function main()
+{
+    require __DIR__ . '/../../../src/Assert.php';
+    $entryFile = realpath(__FILE__);
+    Assert::true(is_string($entryFile));
+    Assert::eq($_SERVER['PHP_SELF'], $entryFile);
+    Assert::eq($_SERVER['SCRIPT_NAME'], $entryFile);
+    Assert::eq($_SERVER['SCRIPT_FILENAME'], $entryFile);
+    Assert::eq($_SERVER['PATH_TRANSLATED'], $entryFile);
+    Assert::eq($_SERVER['DOCUMENT_ROOT'], '');
+}
+?>
+--EXPECT--