title: Total synthesis of lacosamide.
abstract: Total synthesis of anticonvulsant amino acid, lacosamide, is reported. The key step is stereospecific allyl cyanate-to-isocyanate rearrangement, which proceeds with chirality transfer. The enantiopure starting material for the rearrangement step was accessed from ethyl L-lactate.
authors.affiliation: Institute of Organic Chemistry, Polish Academy of Sciences , Kasprzaka 44/52, 01-224 Warsaw, Poland.
authors.forename: Sebastian
authors.initials: S
authors.lastname: Stecko
mesh_terms: D000081:Acetamides / Q000138:chemical synthesis* / Q000737:chemistry; D000498:Allyl Compounds / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry; D003485:Cyanates / Q000737:chemistry*; D017953:Isocyanates / Q000737:chemistry*; D000078334:Lacosamide; D007773:Lactates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000081:Acetamides; D000498:Allyl Compounds; D000596:Amino Acids; D000927:Anticonvulsants; D003485:Cyanates; D017953:Isocyanates; D007773:Lactates; C491149:allyl isocyanate; D000078334:Lacosamide; C015866:ethyl lactate