There appears to be a bug in some firmware versions of some LinkSys/Sipura adapters (and no, I don't know which versions of the firmware "get it right" and which are "buggy"). This (subtle) bug sometimes DOES require you to press the #-key at the end of the dialing, when it shouldn't (strictly speaking) be necessary.
The "good news" is that it should never be harmful to press the #-key (at the end of your dialing), even when it's not needed. So if you want to avoid "getting confused" (by trying to remember which patterns require the #-key, and which don't), you could just get in the habit of always pressing the #-key at the end of the dialing sequence.
BTW: If it's any consolation, the firmware version I have in my SPA-3000 also has this bug. So I've personally gotten in the habit of always pressing the #-key (after my other other dialing digits) whenever I'm doing SIP Broker style dialing on my adapter...
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