90696-37-0

Upstream product

• 56816-01-4 ethyl (S)-3-hydroxybutyrate 
• 123493-02-7 [(Z)-3-Phenylsulfanyl-prop-2-en-(Z)-ylidene]-trimethylsilanyl-amine 
• 78998-83-1 (E,Z)-3-thiophenylpropenal 

Downstream Products

• 115133-15-8 (1S,2S,4R,6S)-4-methoxy-2-methyl-7-(oxo(phenylmethoxy)acetyl)-3-oxa-7-azabicyclo(4.2.0)octan-8-one 
• 115133-08-9 methyl 2,3,6-trideoxy-3-((oxo(phenylmethoxy)acetyl)amino)-α-L-lyxo-hexopiranoside 
• 123493-06-1 (2S,3R,4S,6R)-methyl-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2H-pyran-3-carboxylate 
• 123493-07-2 (2S,3R,4S,6R)-4-(benzoylamino)-tetrahydro-6-methoxy-2-methyl-2-pyran-3-carboxylic acid 
• 123493-09-4 (2S,3R,4S,6R)-3-acetyl-4-benzoylamino-6-methoxy-2-(methyl)tetrahydro-2H-pyran 
• 123493-08-3 (2S,3S,4S,6R)-3-acetyl-4-benzoylamino-6-methoxy-2-(methyl)tetrahydro-2H-pyran 
• 115133-12-5 (1S,2S,4R,6S)-7-benzoyl-4-methoxy-2-methyl-3-oxa-7-azabicyclo(4.2.0)octan-8-one 
• 54656-60-9 methyl 3-benzamido-2,3,6-trideoxy-α-L-arabino-hexopyranoside 
• 123493-03-8 (1S,2S,4S,5R,6R)-5-bromo-2-methyl-4-phenylthio-3-oxa-7-azabicyclo(4.2.0)octan-8-one 

Relevant academic research and scientific papers

Preparation of Aminosaccharides Using Ester-Imine Condensations: Syntheses of Methyl N-Benzoylacosaminide and Methyl N-(Oxo(phenylmethoxy)acetyl)daunosaminide from (S)-Ethyl 3-Hydroxybutyrate

The dianion of (S)-ethyl β-hydroxybutyrate (1) was treated with N-trimethylsilyl imine 2 to afford β-lactam 4.The same dianion reacted with N-aryl imine 10 to give β-lactams 11, 12, and 13.A three-step sequence was used to convert 4 into the β-lactam-pyra