93589-31-2

Upstream product

• 57224-63-2 methyl (2S,3R)-2-(benzyloxycarbonylamino)-3-hydroxybutyrate 
• 102652-77-7 O-acetyl N-(benzyloxycarbonyl)-L-threoninehydroxamate 

Downstream Products

• 97486-25-4 2-(trimethylsilyl)ethyl <<4(S)-methyl-3(S)-<(benzyloxy)formamido>-2-oxo-1-azetidinyl>oxy>acetate 
• 97486-31-2 (R)-2-((2S,3S)-3-Benzyloxycarbonylamino-2-methyl-4-oxo-azetidin-1-yloxy)-propionic acid 2-trimethylsilanyl-ethyl ester 
• 97486-29-8 (R)-3-Acetoxy-2-((2S,3S)-3-benzyloxycarbonylamino-2-methyl-4-oxo-azetidin-1-yloxy)-propionic acid 2-trimethylsilanyl-ethyl ester 
• 80582-04-3 (3S-trans)-3-[[(phenylmethoxy)carbonyl]amino]-4-methyl-2-azetidinone 
• 87791-64-8 4(S)-methyl-3(S)-(phenylacetamido)-2-azetidinone 
• 102652-80-2 ((2S,3S)-2-Methyl-4-oxo-3-phenylacetylamino-azetidin-1-ylsulfanyl)-acetic acid tert-butyl ester 
• 102652-82-4 <<4(S)-methyl-3-(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>thio>acetic acid 
• 100239-05-2 S-<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>-N-(carboboenzyloxy)-L-cysteine methyl ester 
• 100239-04-1 tert-butyl <<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>thio>acetate 
• 100239-03-0 methyl <<4(S)-methyl-3(S)-((benzyloxy)formamido)-2-oxo-1-azetidinyl>thio>acetate 
• 90848-88-7 (3S-trans)-[[3-[(Benzyloxycarbonyl)amino]-4-methyl 2-oxo-1-azetidinyl]oxy]acetic acid, 1,1-dimethylethyl ester 

Relevant academic research and scientific papers

Solid-Phase Synthesis of β-Lactams via the Miller Hydroxamate Approach

(Matrix Presented) β-Lactams were prepared on solid phase starting from serine, threonine, or other β-hydroxyacids derived from naturally occurring amino acids and a resin bound hydroxylamine. The ring closure was carried out under Mitsunobu conditions. The amino group present on the β-lactam was used to assemble a short peptide. After a reductive cleavage with Sml2, β-lactam-containing peptides were obtained.

The Synthesis of Substituted thio>acetic Acids

The synthesis of substituted thio>acetic acids (6, thiamazins) is described.Various substituted 3(S)-(acylamino)-2-azetidinones were sulfenylated with tert-butyl (phtalimidothio)acetate.Deprotection of the tert-butyl ester with trifluoroacetic acid provided the title compounds.In sharp contrast to their oxygen analogues (oxamazins), the thiamazins were devoid of biological activity.