Uploading sketch via ethernet serial server?

Has anyone else tried uploading sketch via ethernet serial server? I'm using VSPE software by Eterlogic to map a virtual com port to a ethernet serial server which is connected to an Arduino clone. While the sketch is running, bidirectional serial data is successfully working. I suspect that there is a higher latency/response time then the usual method which causes the compiler to spit out the "no connection" error.

avrdude: stk500_getsync(): not in sync: resp=0x0d
avrdude: stk500_disable(): protocol error, expect=0x14, resp=0x0d

Does the compiler expect certain replies/confirmations while uploading?