I cannot analyze your problem because you have not put the phrases into representative sentences.
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Taka·He knows how to do it.·He knows how he is to do it.To me, they don't seem the same at all.Nor to me. Is that all there is to your question, then?
TakaI wonder if these two are really the same:I need something with which to write.I need something with which I am to write.I can't see how, since it can also mean 'with which she/he/my student/etc is to write'. But if X refers to anyone, then that is a fair paraphrase, I suppose.
Mister Micawber . But if X refers to anyone, then that is a fair paraphrase, I suppose.Would you come up with an example where, like the first how-to-do example, such a conversion wouldn't work? Or do you think his formula generally applies?