There's pretty good free satellite pictures available these days. The Sentinel satellites revisit every few days. In these images you can almost see a trail, and definitely trace a road. For example I was checking out Highland Lakes access, and can see the hwy 4 is plowed almost to Pacific Grade Summit. Desolation's individual lakes can be seen.
There's also some NASA satellites that revisit twice daily, aqua and terra, and I think they have a few friends now too, but the resolution is much lower, similar to the continuously updated GOES satellites. These images are only good enough for tracing drainages. I'd only use it if the most recent Sentinel images are too cloudy.
Sentinel satellite showing part of Desolation Apr 30
eta: You might also watch some snow sensors to see how fast it's melting at similar elevations near your route. water.ca.gov. Some sensors update hourly. You'll have to puzzle that site out yourself, they've changed it. I've noticed that in sunny clear weather, 3-4 inches melt per day. So if you're looking two weeks before a trip, 3-4 feet can turn into nothing.
I may be up for some Highland Peak antics once the road opens...
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