137694-52-1

Upstream product

• 137627-18-0 (3RS,3'E,5'R)-1-(tert-butyldimethylsilyl)-3-<5'-(methylthio)hex-3'-enyl>-3-<(trimethylsilyl)oxy>-2-oxoazetidine 
• 137627-20-4 (3RS,3'S,4'E)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>hex-4'-enyl>-3-hydroxy-2-oxoazetidine 
• 137627-21-5 (3S,3'S)-1-(tert-butyldimethylsilyl)-3-<3'-<(benzyloxycarbonyl)amino>-3'-carboxypropyl>-3-hydroxy-2-oxoazetidine δ-lactone 

Downstream Products

• 137627-24-8 (S)-2-Benzyloxycarbonylamino-4-((R)-3-hydroxy-2-oxo-azetidin-3-yl)-butyric acid 

Relevant academic research and scientific papers

Enantiospecific Synthesis of (-)-Tabtoxinine &β-Lactam

A convergent, 10-step synthesis of optically active tabtoxinine β-lactam has been described.Key features of the synthetic route include (1) preparation of a new γ-cation amino acid synthon, (-)-4, and its use as an electrophile (3 -> 11); (2) the one-pot conversion of methyl sulfide 11 to the Cbz-protected amine 12 via stereoselective sulfilimine rearrangement; and (3) chemoselective lactone ring opening in spiro lactam 15a.Synthons (-)-4 and 3 are available on a semipreparative scale.