I was having this same problem with Acrobat 5.1 and IE 6.0.2800.1106.  IE would 
display the File Download dialog, and detect the PDF content type, but no 
matter if you either chose Open or Save, IE would complain about not finding 
the file, and to try again later.  But it has no problems with actual PDF 
files, only the streams.

This fix, from http://www.lowagie.com/iText/faq.html#msie and Nicolas Guichard,
removes the problem:

response.setHeader("Expires", "0");
response.setHeader("Cache-Control", "must-revalidate, post-check=0, pre-
check=0");
response.setHeader("Pragma", "public");







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