869283-98-7

Upstream product

• 143159-97-1 (+)-(3R,4S)-cis-1-benzyl-3-benzyloxy-4-[(S)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-azetidinone 
• 135508-47-3 (3R,4S)-1-benzyl-4-[(1S)-3,3-dimethyl-2,4-dioxolan-1-yl]-3-hydroxyazetidin-2-one 
• 869283-95-4 (3R,4R)-1-benzyl-4-formyl-3-mesyloxyazetidin-2-one 
• 869283-87-4 Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-oxo-azetidin-3-yl ester 
• 869283-89-6 Methanesulfonic acid (2S,3R)-1-benzyl-2-((S)-1,2-dihydroxy-ethyl)-4-oxo-azetidin-3-yl ester 

Downstream Products

• 943764-80-5 (3S,4R)-3-azido-1-benzyl-4-hydroxymethylazetidin-2-one 
• 943764-83-8 (3S,4R)-3-aminobenzyl-1-benzyl-4-hydroxymethylazetidin-2-one 
• 943764-82-7 (3S,4R)-3-amino-1-benzyl-4-hydroxymethylazetidin-2-one 

Relevant academic research and scientific papers

A practical formal synthesis of D-(+)-biotin from 4-formylazetidin-2-one

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.

An efficient synthesis of 2,3-aziridino-γ-lactones from azetidin-2-ones

An efficient synthesis of enantiopure 2,3-aziridino-γ-lactones from azetidin-2-ones is described. Acid-catalyzed tandem intramolecular azetidinone ring opening followed by aziridine ring formation via elimination of a mesylate group is the key step in thi