Running loadjava with Windows authentication

You should not use SYS for this.

With a regular user, you can simply provide the username/password@address.

To do this with SYS, without the password:

Create the class:

C:\Users\Administrator>copy con Hello.java
public class Hello
{
    public static String world()
    {
    return "Hello World";
    }
}
^Z
        1 file(s) copied.

C:\Users\Administrator>type Hello.java
public class Hello
{
    public static String world()
    {
    return "Hello World";
    }
}

C:\Users\Administrator>set JAVA_HOME=O:\oracle\base\product\12.2.0\dbhome_1\jdk

C:\Users\Administrator>set PATH=%JAVA_HOME%\bin;%PATH%

C:\Users\Administrator>javac Hello.java

C:\Users\Administrator>jar cvf Hello.jar Hello.class
added manifest
adding: Hello.class(in = 273) (out= 209)(deflated 23%)

Connect to pluggable database without password:

C:\Users\Administrator>sqlplus / as sysdba

SQL*Plus: Release 12.2.0.1.0 Production on Fri Nov 9 16:18:34 2018

Copyright (c) 1982, 2016, Oracle.  All rights reserved.


Connected to:
Oracle Database 12c Enterprise Edition Release 12.2.0.1.0 - 64bit Production

SQL> alter session set container=pdb1;

Session altered.

Load the class:

SQL> exec dbms_java.loadjava('C:\Users\Administrator\Hello.jar');

PL/SQL procedure successfully completed.

SQL> select owner, object_name, object_type, status, created
     from dba_objects where object_name = 'Hello';

OWNER      OBJECT_NAM OBJECT_TYPE             STATUS  CREATED
---------- ---------- ----------------------- ------- ---------
SYS        Hello      JAVA CLASS              INVALID 09-NOV-18

SQL> alter java class "Hello" compile;

Java altered.

SQL> select owner, object_name, object_type, status, created
     from dba_objects where object_name = 'Hello';

OWNER      OBJECT_NAM OBJECT_TYPE             STATUS  CREATED
---------- ---------- ----------------------- ------- ---------
SYS        Hello      JAVA CLASS              VALID   09-NOV-18

Clean up the mess:

SQL> drop java class "Hello";

Java dropped.