At 6 months my girl was latching almost every 2hrly-2.5hrly.. Nighttime she can sleep through for around 4-5hrs thus latching around 2-3 times at night..
Maybe you can try to latch your boy as much as possible during daytime/ late evening?
How is his weight gain? Good? Try to give him more hindmilk coz those are fattier n make him feel full for longer..
I take green papaya fish soup n salmon sashimi from time to time to boost my milk supply.. Tried fenugreek.. When it stop working for me, I take Domperidone.. Quite effective on me..