1301239-63-3

Upstream product

• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 22323-80-4 (4S)-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde 
• 98733-24-5 calcium bis[(2R)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl](hydroxy)acetate] 
• 1017251-76-1 (3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1S)-1-hydroxyethyl]azetidin-2-one 
• 124-63-0 methanesulfonyl chloride 
• 1301239-48-4 (3S,4S)-3-acetyl-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)azetidin-2-one 
• 1301239-46-2 {[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]methylene}-1,1-diphenylmethanamine 

Downstream Products

• 1301239-59-7 (3S,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one 
• 1301239-50-8 (3S,4S)-4-[(1R)-1,2-dihydroxyethyl]-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]azetidin-2-one 
• 1301239-53-1 (2S,3S)-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]-4-oxoazetidine-2-carboxylic acid 
• 1301239-55-3 (2R,3R)-1-(diphenylmethyl)-3-[(1R)-1-hydroxyethyl]-4-oxoazetidine-2-yl acetate 
• 1301239-57-5 (2R,3R)-3-{(1R)-1-[tert-butyl(dimethyl)siloxy]ethyl}-1-(diphenylmethyl)-4-oxoazetidine-2-yl acetate 
• 76899-07-5 (3R,4R)-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-4-acetoxyazetidin-2-one 
• 1301239-67-7 (3E,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one 
• 1301239-69-9 (3Z,4S)-4-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-3-ethylideneazetidin-2-one 
• 1301239-65-5 (1R)-1-[(2S,3S)-2-[(4R)-2,2-dimethyl-1,3-dioxolan-4-yl]-1-(diphenylmethyl)-4-oxoazetidin-3-yl]ethyl acetate 

Relevant academic research and scientific papers

Efficient asymmetric synthesis of (2R,3R)-3-{(1R)-1-[tert-Butyl(dimethyl)- siloxy]ethyl}-4-oxoazetidin-2-yl acetate

(2R,3R)-3-{(1R)-1-[tert-Butyl(dimethyl)siloxy]ethyl}-4-oxoazetidin-2-yl acetate was efficiently prepared from l-ascorbic acid. The key steps were the a highly diastereoselective [2 + 2] cycloaddition of diketene with an (S)-glyceraldehyde-derived ald?imine to give the ketone, stereoselective titanium tetrachloride mediated asymmetric reduction to give the corrsponding S-configured alcohol, and Mitsunobu inversion of the latter to give the desired R-configured alcohol. Georg Thieme Verlag Stuttgart ? New York.