475976-11-5

Upstream product

• 475976-10-4 (2S,6R)-2-(tert-butyl-dimethyl-siloxymethyl)-6-hydroxy-1-(toluene-4-sulfonyl)-1,6-dihydro-2H-pyridin-3-one 
• 149-73-5 trimethyl orthoformate 
• 98-59-9 p-toluenesulfonyl chloride 
• 222986-35-8 (1R)-2-[(tert-butyldimethylsilyl)oxy]-1-(furan-2-yl)ethanol 

Downstream Products

• 299208-59-6 (2R,3S)-3-hydroxy-6-oxo-piperidine-2-carboxylic acid 
• 479411-14-8 (2R,3R,4S,5S)-3,4,5-tetrahydro-6-oxo-1-(toluene-4-sulfonyl)-piperidine-2-carboxylic acid 
• 479411-06-8 (2S,3S)-benzoic acid 2-hydroxymethyl-6-oxo-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 479411-07-9 (2R,3S)-3-benzoyloxy-6-oxo-1-(toluene-4-sulfonyl)-piperidine-2-carboxylic acid 
• 479411-12-6 (3aS,6R,7R,7aS)-7-benzyloxy-6-hydroxymethyl-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]-pyridine-4-one 
• 479411-09-1 (5S,6S)-5-benzyloxy-6-(tert-butyl-dimethyl-siloxymethyl)-1-(toluene-4-sulfonyl)-5,6-dihydro-1H-pyridine-2-one 
• 479411-03-5 (2S,3S,6R)-benzoic acid 2-(tert-butyl-dimethyl-siloxymethyl)-6-methoxy-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 479411-04-6 (2S,3S)-benzoic acid 2-(tert-butyl-dimethyl-siloxymethyl)-6-oxo-1-(toluene-4-sulfonyl)-1,2,3,6-tetrahydro-pyridin-3-yl ester 
• 479411-13-7 (3aS,6R,7R,7aS)-7-benzyloxy-2,2-dimethyl-4-oxo-5-(toluene-4-sulfonyl)-hexahydro[1,3]dioxolo[4,5-c]-pyridine-6-carboxylic acid 
• 479411-05-7 (2S,3S)-benzoic acid 2-(tert-butyl-dimethyl-siloxymethyl)-6-oxo-1-(toluene-4-sulfonyl)-piperidin-3-yl ester 
• 479411-10-4 (3S,4R,5R,6S)-5-benzyloxy-6-(tert-butyl-dimethyl-siloxymethyl)-3,4-dihydro-1-(toluene-4-sulfonyl)-piperidine-2-one 
• 479411-11-5 (3aS,6R,7R,7aS)-7-benzyloxy-6-(tert-butyl-dimethyl-siloxymethyl)-2,2-dimethyl-5-(toluene-4-sulfonyl)-tetrahydro-[1,3]dioxolo[4,5-c]-pyridine-4-one 
• 475976-15-9 (2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-2-(tert-butyldimethylsilyloxymethyl)-6-methoxy-1-(toluene-4-sulfonyl)piperidine 
• 475976-16-0 (1S,2R,3S,4S,5R)-2,3,4-tris-benzyloxy-8-(toluene-4-sulfonyl)-6-oxa-8-azabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

Asymmetric synthesis of (2R,3S)-3-hydroxypipecolic acid δ-lactam derivatives

A practical synthetic scheme that incorporates an amide functionality into the rigid framework of (2S,3R)-3-hydroxypipecolic acid to produce novel hydroxylated δ-lactam derivatives is reported. The reaction sequence includes the transformation of chiral furanylazide to a 2S-hydroxymethyldihydro pyridone, which was reduced diasteroselectively, protected and oxidized to two corresponding δ-lactam derivatives. Asymmetric dihydroxylation and oxidation of the latter compounds afforded two chiral (2R,3S)-3-hydroxypipecolic acid δ-lactam derivatives.

An expedient asymmetric synthesis of a calystegine B4 analogue

A convenient high-yielding synthetic route to polyhydroxylated 6-oxa-nor-tropanes that mimic the structural framework of calystegine B4 is reported.