Inserting Markdown with a nested list (list in list) gives error in some cases

Inserting Markdown with a nested list (list in list), where the last list item is a nested item results in an error.

Steps to reproduce:

1. create a new page in Confluence
2. Click on the Insert More Content button and select { } Markup from the list.
3. Select Markdown from the dropdown box and then paste the following text into the Insert field:

   1. This is the first list item. 
     * this is a nested item
     * this is also a nested item
   

4. click Insert
   note in the Markdown Syntax Guide it suggests this should work

Expected Outcome

(replicated in current cloud release as well as Confluence Server 5.8.5)
A list in list is inserted into the confluence page

Actual Outcome

The list is not inserted
An error is displayed *Wiki markup conversion errors
error : Internal Server Error*

Workaround

Ending the list in an additional numbered list item below the nested list results in a list being inserted correctly.