Index: Python/ast.c
===================================================================
--- Python/ast.c	(revision 50493)
+++ Python/ast.c	(working copy)
@@ -1484,6 +1484,57 @@
 }
 
 static expr_ty
+ast_for_factor(struct compiling *c, const node *n)
+{
+    node *pfactor, *ppower, *patom, *pnum;
+    expr_ty expression;
+
+    /* If the unary - operator is applied to a constant, don't generate
+       a UNARY_NEGATIVE opcode.  Just store the approriate value as a
+       constant.  The peephole optimizer already does something like
+       this but it doesn't handle the case where the constant is
+       (sys.maxint - 1).  In that case, we want a PyIntObject, not a
+       PyLongObject.
+    */
+    if (TYPE(CHILD(n, 0)) == MINUS
+        && NCH(n) == 2
+        && TYPE((pfactor = CHILD(n, 1))) == factor
+        && NCH(pfactor) == 1
+        && TYPE((ppower = CHILD(pfactor, 0))) == power
+        && NCH(ppower) == 1
+        && TYPE((patom = CHILD(ppower, 0))) == atom
+        && TYPE((pnum = CHILD(patom, 0))) == NUMBER) {
+        char *s = PyObject_MALLOC(strlen(STR(pnum)) + 2);
+        if (s == NULL)
+            return NULL;
+        s[0] = '-';
+        strcpy(s + 1, STR(pnum));
+        PyObject_FREE(STR(pnum));
+        STR(pnum) = s;
+        return ast_for_atom(c, patom);
+    }
+
+    expression = ast_for_expr(c, CHILD(n, 1));
+    if (!expression)
+        return NULL;
+
+    switch (TYPE(CHILD(n, 0))) {
+        case PLUS:
+            return UnaryOp(UAdd, expression, LINENO(n), n->n_col_offset,
+                           c->c_arena);
+        case MINUS:
+            return UnaryOp(USub, expression, LINENO(n), n->n_col_offset,
+                           c->c_arena);
+        case TILDE:
+            return UnaryOp(Invert, expression, LINENO(n),
+                           n->n_col_offset, c->c_arena);
+    }
+    PyErr_Format(PyExc_SystemError, "unhandled factor: %d",
+                 TYPE(CHILD(n, 0)));
+    return NULL;
+}
+
+static expr_ty
 ast_for_power(struct compiling *c, const node *n)
 {
     /* power: atom trailer* ('**' factor)*
@@ -1662,30 +1713,12 @@
 	    }
 	    return Yield(exp, LINENO(n), n->n_col_offset, c->c_arena);
 	}
-        case factor: {
-            expr_ty expression;
-            
+        case factor:
             if (NCH(n) == 1) {
                 n = CHILD(n, 0);
                 goto loop;
             }
-
-            expression = ast_for_expr(c, CHILD(n, 1));
-            if (!expression)
-                return NULL;
-
-            switch (TYPE(CHILD(n, 0))) {
-                case PLUS:
-                    return UnaryOp(UAdd, expression, LINENO(n), n->n_col_offset, c->c_arena);
-                case MINUS:
-                    return UnaryOp(USub, expression, LINENO(n), n->n_col_offset, c->c_arena);
-                case TILDE:
-                    return UnaryOp(Invert, expression, LINENO(n), n->n_col_offset, c->c_arena);
-            }
-            PyErr_Format(PyExc_SystemError, "unhandled factor: %d",
-	    		 TYPE(CHILD(n, 0)));
-            break;
-        }
+	    return ast_for_factor(c, n);
         case power:
             return ast_for_power(c, n);
         default:
Index: Lib/test/test_compile.py
===================================================================
--- Lib/test/test_compile.py	(revision 50492)
+++ Lib/test/test_compile.py	(working copy)
@@ -204,11 +204,15 @@
             all_one_bits = '0xffffffff'
             self.assertEqual(eval(all_one_bits), 4294967295L)
             self.assertEqual(eval("-" + all_one_bits), -4294967295L)
+            # the literal -sys.maxint-1 should return an int
+            self.assertTrue(isinstance(eval("-2147483648"), int))
         elif sys.maxint == 9223372036854775807:
             # 64-bit machine
             all_one_bits = '0xffffffffffffffff'
             self.assertEqual(eval(all_one_bits), 18446744073709551615L)
             self.assertEqual(eval("-" + all_one_bits), -18446744073709551615L)
+            # the literal -sys.maxint-1 should return an int
+            self.assertTrue(isinstance(eval("-9223372036854775808L"), int))
         else:
             self.fail("How many bits *does* this machine have???")