943764-82-7Relevant academic research and scientific papers
A practical formal synthesis of D-(+)-biotin from 4-formylazetidin-2-one
Kale, Ajaykumar S.,Puranik, Vedavati G.,Deshmukh, Abdul Rakeeb A. S.
, p. 1159 - 1164 (2008/02/02)
A practical synthesis of (3S,6R)-1,3-dibenzyltetrahydro-1H-furo[3,4-d] imidazole-2,4-dione, an important intermediate in the synthesis of biotin, from 4-formyl-3-mesyloxyazetidin-2-one has been achieved. Acid-catalyzed azetidin-2-one ring opening followed by a one-pot conversion of diamine hydrochloride to a cyclic urea and hydroxymethylene to chloromethylene by triphosgene to obtain (4S,5R)-methyl-1,3-dibenzyl-5-chloromethyl-2- oxoimidazolidine-4-carboxylate is the key step in this synthesis. Georg Thieme Verlag Stuttgart.
