189366-39-0

Basic information

• Product Name: (2R)-2-bromo-3-dehydroquinic acid
• Synonyms: (2R)-2-bromo-3-dehydroquinic acid
• CAS NO: 189366-39-0
• Molecular Weight: 269.049
• Mol File: 189366-39-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R)-2-bromo-3-dehydroquinic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-bromo-3-dehydroquinic acid(189366-39-0)
• EPA Substance Registry System: (2R)-2-bromo-3-dehydroquinic acid(189366-39-0)

Safety Data

• Hazardous Substances Data: 189366-39-0(Hazardous Substances Data)

Upstream product

• 665-27-0 1,5-quinide 
• 189366-37-8 (1R,3R,4S)-4-(tert-butyldimethylsiloxy)-1-hydroxy-5-oxocyclohexane-1,3-carbolactone 
• 164029-69-0 (1R,3R,4S,5R)-4-[(tert-butyldimethylsilyl)oxy]-1,3-dihydroxy-6-oxa-bicyclo[3.2.1]octan-7-one 
• 216662-57-6 (1S,3R,4R,5R)-3,4-O-Benzylidene-1,3,4-trihydroxy-6-oxabicyclo<3.2.1>octan-7-one 
• 189366-38-9 (1S,2R,4S,5R)-2-Bromo-4-(tert-butyl-dimethyl-silanyloxy)-1-hydroxy-6-oxa-bicyclo[3.2.1]octane-3,7-dione 

Downstream Products

• 202416-29-3 2-bromo-3-dehydroshikimic acid 

Relevant articles and documents

Synthesis of (2R)-2-bromodehydroquinic acid and (2R)-2-fluorodehydroquinic acid

(2R)-2-Bromodehydroquinic acid and (2R)-2-fluorodehydroquinic acid ? have each been synthesised in six steps from quinic acid via the common intermediate 6. The syntheses exploit the selective protection of the 4-hydroxy group of the quinic acid lactone 3 with tert-butyldimethylsilyl chloride. ? IUPAC names: (1S,2R,4S,5R)-2-bromo-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid and (1S,2R,4S,5R)-2-fluoro-1,4,5-trihydroxy-3-oxocyclohexanecarboxylic acid, respectively.