Moreover, there is a clear arc to Alexander's career that goes a little like:
• Mathematical era (PhD/Notes on the Synthesis of Form, A City is not a Tree)
• Pattern era (Timeless Way, APL, and about four case studies)
• 15 properties era (Nature of Order)
As one might expect, a lot of the earlier work is recapitulated in the later work, but the fact that he explicitly deprecated patterns at his OOPSLA 1996 keynote (https://youtu.be/98LdFA-_zfA ) is important. People are aware of APL because of Gang of Four and Richard Gabriel etc but not so much that lecture.
As for the fifteen properties in Nature of Order, they mainly concern Euclidean geometry and the ordinary physics one would associate with constructing actual buildings. The evidence that they would need to be adapted to a more generic semiotic-topological domain such as software is the fact that Alexander himself saw fit to draw up (in Book 4) eleven analogous properties pertaining exclusively to colour (a 1:1 correspondence except for four which coalesce two of the geometric properties each). Concepts like "life", "wholeness", "center", "the fundamental differentiating process" etc. can be used unchanged.
I love that OOPSLA lecture, incidentally. In my view the software industry really missed the mark on what Alexander was outlining there.
As for the software industry, it really latched on to patterns because (and Alexander himself nails it) they offer both a format and a formula for exchanging ideas that are either too ephemeral to write into a library, or otherwise transcend particular languages/frameworks. A lot of the really important insights though appear to have been lost in the process. (I have the Gang of Four book and a Fowler book, and have found neither to be especially useful.)
Have you visited any of Alexander's buildings? I still need to get out and see some.
I saw a lecture from Kent Beck (a huge proponent of Alexander as you probably well know) and he talks about going to the University of Oregon and being inspired by the architecture. As the story goes, he then learned about Alexander but was too poor a college student to afford any of the books. So he read Timeless Way and Pattern Language standing at the shelf in the student bookstore. I like that story because I feel it illustrates the power of Alexander's work - if it grabs you, then it really grabs you.
(You may also be able to go to the Mexicali compound which is apparently still standing: https://maps.app.goo.gl/UkwKqYDrGBcfQLnd6 but don't know what the story is with it.)
A Pattern Language is great but a lot of folks miss that it's part 2 of a greater work, with part 1 being The Timeless Way of Building.
Another great Alexander book that flies under the radar is Notes on the Synthesis of Form. It's a little hard to read but there is deep deep insight about design and the design process in that little book. Highly recommend.
And lastly, anyone interested should read A City Is Not A Tree: https://www.patternlanguage.com/archive/cityisnotatree.html