Open bolt makes it a bit easier, but generally the o-rings are going to catch and cut on a burr raised by the set screw. Once it's off, deburr the inside of the reciever ( a bit of fine emory paper on a spinnning shaft will do the trick...just slot a bit of wooden dowl or Al. rod to make one). KEEP IT CLEAN...no grit left behind. After that, the barrel goes in and out a lot easier.
Unfortunately it's "normal" that the o-riongs get buggered up when taking the gun apart the first time...barrel o-rings or valve o-rings, they all see to catch on some sharp edge/burr and get a nick/cut. Do the deburring once and the new set of o-rings will last several disassemblies.