diff --git a/litellm/proxy/_experimental/mcp_server/auth/user_api_key_auth_mcp.py b/litellm/proxy/_experimental/mcp_server/auth/user_api_key_auth_mcp.py
index f76b0c8acc8..e2204ea7a21 100644
--- a/litellm/proxy/_experimental/mcp_server/auth/user_api_key_auth_mcp.py
+++ b/litellm/proxy/_experimental/mcp_server/auth/user_api_key_auth_mcp.py
@@ -23,14 +23,29 @@ def _parse_mcp_server_names_from_path(path: str) -> Optional[List[str]]:
 
     Multi-server CSV paths like ``/mcp/server1,server2`` also return ``None`` —
     the cold-start bypass must not activate when any of the co-targeted servers
-    might not be passthrough-eligible. The regex stops at ``/?#`` only; the
-    comma check is handled explicitly below."""
-    m = re.match(r"^/mcp/([^/?#]+)", path)
-    if m:
-        segment = m.group(1)
-        if "," in segment:
+    might not be passthrough-eligible.
+
+    Server names may contain a single slash (e.g. ``custom_solutions/user_123``),
+    so the ``/mcp/...`` form must mirror
+    :meth:`MCPRequestHandler._extract_target_server_names_from_path` rather than
+    stop at the first ``/``. Otherwise the cold-start lookup would miss
+    slashed-name servers and fall through to the generic admission error
+    instead of the spec-compliant 401 challenge."""
+    mcp_path_match = re.match(r"^/mcp/([^?#]+)", path)
+    if mcp_path_match:
+        servers_and_path = mcp_path_match.group(1)
+        if not servers_and_path:
             return None
-        return [segment]
+        if "," in servers_and_path:
+            return None
+        # Server name may contain at most one slash; strip any trailing
+        # path segments so the registry lookup uses the canonical name.
+        single_server_match = re.match(
+            r"^([^/]+(?:/[^/]+)?)(?:/.*)?$", servers_and_path
+        )
+        if single_server_match:
+            return [single_server_match.group(1)]
+        return [servers_and_path]
     m = re.match(r"^/([^/,?#]+)/mcp", path)
     if m:
         return [m.group(1)]
@@ -38,7 +53,7 @@ def _parse_mcp_server_names_from_path(path: str) -> Optional[List[str]]:
 
 
 def _is_mcp_passthrough_cold_start(
-    scope: Scope, mcp_servers: Optional[List[str]], client_ip: Optional[str]
+    mcp_servers: Optional[List[str]], client_ip: Optional[str]
 ) -> bool:
     """True only when EVERY targeted server is a pass-through server with no
     auth headers — the cold-start OAuth discovery case per RFC 9728 / MCP
@@ -272,7 +287,7 @@ class MCPRequestHandler:
                     )
                     and _is_litellm_auth_admission_error(exc)
                     and _is_mcp_passthrough_cold_start(
-                        scope, mcp_servers_from_path, client_ip=client_ip
+                        mcp_servers_from_path, client_ip=client_ip
                     )
                 ):
                     verbose_logger.debug(
diff --git a/litellm/proxy/_experimental/mcp_server/server.py b/litellm/proxy/_experimental/mcp_server/server.py
index 9f20ea81879..071c6f35ad3 100644
--- a/litellm/proxy/_experimental/mcp_server/server.py
+++ b/litellm/proxy/_experimental/mcp_server/server.py
@@ -3043,17 +3043,32 @@ if MCP_AVAILABLE:
         )
         request = StarletteRequest(scope)
         base_url = get_request_base_url(request)
+        _path = scope.get("_original_path") or scope.get("path", "") or ""
         for srv, (probe_status, _) in zip(passthrough_servers, probe_results):
             if probe_status == 401:
-                # Token is missing or expired — direct the client to re-authorize.
-                authorization_uri = (
-                    f"Bearer authorization_uri="
-                    f"{base_url}/.well-known/oauth-authorization-server/{srv.name}"
-                )
+                # Token is missing or expired — direct the client at the
+                # gateway's oauth-protected-resource well-known URL (which
+                # proxies the upstream IdP's metadata), matching the
+                # pre-emptive 401 path in
+                # _raise_preemptive_401_for_unauthenticated_servers. The
+                # gateway is not the authorization server for pass-through
+                # servers, so emitting ``authorization_uri=`` would point
+                # clients at the wrong AS metadata.
+                if _path.startswith(f"/{srv.name}/mcp"):
+                    resource_metadata_url = (
+                        f"{base_url}/.well-known/oauth-protected-resource/"
+                        f"{srv.name}/mcp"
+                    )
+                else:
+                    resource_metadata_url = (
+                        f"{base_url}/.well-known/oauth-protected-resource/mcp/"
+                        f"{srv.name}"
+                    )
+                www_authenticate = f'Bearer resource_metadata="{resource_metadata_url}"'
                 raise HTTPException(
                     status_code=401,
                     detail="Unauthorized",
-                    headers={"WWW-Authenticate": authorization_uri},
+                    headers={"WWW-Authenticate": www_authenticate},
                 )
             if probe_status == 403:
                 # Token is valid but the caller lacks permission — do not hint
diff --git a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough_cold_start.py b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough_cold_start.py
index bcfb442ba23..139f3bad4a3 100644
--- a/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough_cold_start.py
+++ b/tests/test_litellm/proxy/_experimental/mcp_server/test_mcp_oauth_passthrough_cold_start.py
@@ -72,7 +72,7 @@ def test_passthrough_cold_start_emits_401_with_matching_resource_metadata(
         scope["_original_path"] = route
 
     servers = _parse_mcp_server_names_from_path(scope.get("path", ""))
-    assert _is_mcp_passthrough_cold_start(scope, servers, client_ip=None) is True
+    assert _is_mcp_passthrough_cold_start(servers, client_ip=None) is True
 
     server_name = "sample_docs"
     base_url = "http://localhost:4000"
@@ -117,8 +117,7 @@ def test_is_mcp_passthrough_cold_start_false_for_oauth2_server():
     )
     global_mcp_server_manager.registry[oauth2_server.server_id] = oauth2_server
 
-    scope = _make_scope("/mcp/keycloak_whoami")
-    result = _is_mcp_passthrough_cold_start(scope, ["keycloak_whoami"], client_ip=None)
+    result = _is_mcp_passthrough_cold_start(["keycloak_whoami"], client_ip=None)
     assert result is False
 
 
@@ -128,16 +127,19 @@ def test_is_mcp_passthrough_cold_start_false_for_empty_servers():
         _is_mcp_passthrough_cold_start,
     )
 
-    scope = _make_scope("/mcp")
-    assert _is_mcp_passthrough_cold_start(scope, None, client_ip=None) is False
-    assert _is_mcp_passthrough_cold_start(scope, [], client_ip=None) is False
+    assert _is_mcp_passthrough_cold_start(None, client_ip=None) is False
+    assert _is_mcp_passthrough_cold_start([], client_ip=None) is False
 
 
 @pytest.mark.parametrize(
     "path,expected",
     [
         ("/mcp/sample_docs", ["sample_docs"]),
-        ("/mcp/sample_docs/tools/list", ["sample_docs"]),
+        # Server names may contain at most one slash (mirrors
+        # ``_extract_target_server_names_from_path``), so when more than two
+        # segments follow ``/mcp/`` the first two are treated as the name.
+        ("/mcp/sample_docs/tools/list", ["sample_docs/tools"]),
+        ("/mcp/custom_solutions/user_123", ["custom_solutions/user_123"]),
         ("/sample_docs/mcp", ["sample_docs"]),
         ("/sample_docs/mcp/tools/list", ["sample_docs"]),
         ("/mcp", None),