diff --git a/flytekit/core/type_engine.py b/flytekit/core/type_engine.py
index f5414d0e83..677e88e1f2 100644
--- a/flytekit/core/type_engine.py
+++ b/flytekit/core/type_engine.py
@@ -413,8 +413,8 @@ def get_transformer(cls, python_type: Type) -> TypeTransformer[T]:
 
             # Handling of annotated generics, eg:
             # typing.Annotated[typing.List[int], 'foo']
-            if isinstance(python_type, typing._AnnotatedAlias):
-                return cls.get_transformer(python_type.__origin__)
+            if typing.get_origin(python_type) is typing.Annotated:
+                return cls.get_transformer(typing.get_args(python_type)[0])
 
             if python_type.__origin__ in cls._REGISTRY:
                 return cls._REGISTRY[python_type.__origin__]
@@ -449,8 +449,8 @@ def to_literal_type(cls, python_type: Type) -> LiteralType:
         transformer = cls.get_transformer(python_type)
         res = transformer.get_literal_type(python_type)
         data = None
-        if hasattr(python_type, "__metadata__"):
-            for x in python_type.__metadata__:
+        if typing.get_origin(python_type) is typing.Annotated:
+            for x in typing.get_args(python_type)[1:]:
                 if not isinstance(x, FlyteAnnotation):
                     continue
                 if x.data.get("__consumed", False):