108428-46-2

Upstream product

• 76542-57-9 Trifluoro-methanesulfonic acid (3aR,6S,7aR)-2,2-dimethyl-5-oxo-hexahydro-furo[2',3':4,5]furo[2,3-d][1,3]dioxol-6-yl ester 
• 3067-56-9 isopropylidene glucuronolactone 
• 43139-78-2 5-(N-benzyloxycarbonyl)amino-5-deoxy-1,2-O-isopropylidene-β-L-iduronolactone 
• 124-63-0 methanesulfonyl chloride 
• 108428-45-1 4S,5S-2-(N-benzyloxycarbonyl)amino-5,6-dihydroxyhex-2-en-4-olide 

Downstream Products

• 95863-87-9 (2S,4S,5R)-4-hydroxy-5-(hydroxymethyl)pyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

SYNTHESIS OF 2S,4S,5S-DIHYDROXYPIPECOLIC ACID AND BULGECININE FROM D-GLUCURONOLACTONE; A STRATEGY FOR THE SYNTHESIS OF 2S,4S-4-HYDROXY-α-AMINO ACIDS

The efficient synthesis of 4S,5S-2-(N-benzyloxycarbonyl)amino-5,6-dihydrohex-2-en-4-olide (4) from D-glucuronolactone is described; the potential of (4) as a divergent intermediate for the synthesis of 2S,4S-4-hydroxy-α-amino acids is illustrated by the c

ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2S,4S,5S-DIHYDROXYPIPECOLIC ACID, AND BULGECININE FROM D-GLUCURONOLACTONE

The potential of D-glucuronolactone as a starting material for the synthesis of polyfunctional amino acids is illustrated by its conversion to 2S,3R,4R,5S-trihydroxypipecolic acid, 2R,3R,4R,5S-trihydroxypipecolic acid, 2S,4S,5S-dihydroxypipecolic acid, and bulgecinine.