The question asks which anticoagulant does not cross the placenta, an important consideration for choosing safe treatment during pregnancy. Let's look at the molecular basis for placental transfer and check each drug against it.
The determining factor is molecular size and charge — the three small, lipid-soluble drugs all cross the placenta, whereas heparin's large, charged structure is precisely what blocks it from doing so.
Therefore, the correct answer is Heparin.