122230-27-7

Upstream product

• 122230-35-7 p-nitrobenzyl aminodimethylphosphonoacetate 
• 132400-14-7 (Dimethoxy-phosphoryl)-{(2R,3S)-5-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxy]-2-ethyl-3-hydroxy-pentanoylamino}-acetic acid 4-nitro-benzyl ester 

Downstream Products

• 132400-15-8 (Dimethoxy-phosphoryl)-[(2R,3R)-3-ethyl-2-(2-hydroxy-ethyl)-4-oxo-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 132400-16-9 (Dimethoxy-phosphoryl)-[(3R,4R)-3-ethyl-2-oxo-4-(2-oxo-ethyl)-azetidin-1-yl]-acetic acid 4-nitro-benzyl ester 
• 132487-21-9 (5R,6R)-6-Ethyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester 

Relevant academic research and scientific papers

Double cyclization of aminophosphonoacetate derived β-hydroxyacids to bicyclic β-lactams

The carbon framework for carbapenems was constructed by an asymmetric aldol condensation and subsequent direct coupling of the resulting β-hydroxy acid equivalent with an aminophosphonoacetate. Cyclization to the monocyclic β-lactam 20 was followed by oxi

Azetidinone N-phosphonomethyl esters

The invention provides azetidinones of the formula STR1 where R4 is hydrogen, amino or protected amino; R0 is H when R4 is amino or protected amino, or C1 -C4 alkyl when R4 is H; R1 is H, CH3, --CH2 --n Y where Y is OH, protected OH, --CH2 OH, protected --CH2 OH, halogen, COOH or protected COOH; n is 1 or 2; --CH2 --C(O)SR1 ' where R1 ' is e.g., C1 -C4 alkyl; R2 is H or protecting group and R3 is e.g., alkyl or phenyl. The azetidinones obtained are useful intermediates to carbapenems and carbacephems and monocyclic antibacterials, e.g., α-(dialkylphosphono)-[[3β-[2-(2-aminothiazol-4-yl)-2-(syn)methoxyiminoacetylamino]azetidin-2-one-1-yl]]acetic acid and pharmaceutically acceptable salts thereof.