diff --git a/Dockerfile b/Dockerfile
index 6501472..e7bc73d 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,4 +1,4 @@
-FROM quay.io/bedrock/alpine:3.19.1 AS base
+FROM quay.io/bedrock/alpine:3.20.0 AS base
 
 RUN apk add \
         nginx \
diff --git a/build_spnego_module.sh b/build_spnego_module.sh
index 0438a71..4465748 100755
--- a/build_spnego_module.sh
+++ b/build_spnego_module.sh
@@ -20,11 +20,26 @@ tar -xzC /usr/src -f "${SPNEGO_TAR}"
 
 cd "${NGINX_SRC}"
 
+# Hack to ensure the module compile options match the server.
+export CFLAGS=-DNGX_HTTP_HEADERS=1
+
 # shellcheck disable=SC2086
 ./configure ${NGINX_CONFIG} --add-dynamic-module="${SPNEGO_SRC}"
 
 make modules
 
+MODULE_SIGNATURE="$(strings "objs/${MODULE_NAME}" | grep -E '[01]{30,}')"
+SERVER_SIGNATURE="$(strings /usr/sbin/nginx | grep -E '[01]{30,}')"
+
+if [ "${MODULE_SIGNATURE}" != "${SERVER_SIGNATURE}" ]; then
+    echo "The configured module options do not match the server:"
+    echo "Module: ${MODULE_SIGNATURE}"
+    echo "Server: ${SERVER_SIGNATURE}"
+    echo "See https://github.com/nginx/nginx/blob/release-${NGINX_VERSION}/src/core/ngx_module.h to decode the signature."
+    echo "The mismatch could be due to configuration options or missing dependencies."
+    exit 1
+fi
+
 cp "objs/${MODULE_NAME}" "${MODULE_DIR}"
 
 echo "load_module ${MODULE_DIR}/${MODULE_NAME};" > /usr/src/nginx.conf
diff --git a/constraints.txt b/constraints.txt
index 204362e..75a67ab 100644
--- a/constraints.txt
+++ b/constraints.txt
@@ -6,7 +6,7 @@ click==8.1.7
 decorator==5.1.1
 flasgger==0.9.7.1
 Flask==3.0.3
-greenlet==2.0.2
+greenlet==3.0.3
 gunicorn==22.0.0
 httpbin==0.10.2
 itsdangerous==2.2.0
@@ -15,7 +15,7 @@ jsonschema==4.22.0
 jsonschema-specifications==2023.12.1
 MarkupSafe==2.1.5
 mistune==3.0.2
-packaging==24.0
+packaging==24.1
 pycparser==2.22
 PyYAML==6.0.1
 referencing==0.35.1