62983-44-2

Basic information

• Product Name: 6-deoxy-6-bromoascorbic acid
• Synonyms: 6-deoxy-6-bromoascorbic acid
• CAS NO: 62983-44-2
• Molecular Formula: C₆H₇BrO₅
• Molecular Weight: 239.02078
• Mol File: 62983-44-2.mol

Chemical Properties

• Boiling Point: 382.9°Cat760mmHg
• Flash Point: 185.4°C
• Appearance: /
• Density: 2.259g/cm³
• Vapor Pressure: 1.94E-07mmHg at 25°C
• Refractive Index: 1.712
• PKA: 3.94±0.10(Predicted)
• CAS DataBase Reference: 6-deoxy-6-bromoascorbic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-deoxy-6-bromoascorbic acid(62983-44-2)
• EPA Substance Registry System: 6-deoxy-6-bromoascorbic acid(62983-44-2)

Safety Data

• Hazardous Substances Data: 62983-44-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C6H7BrO5/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,8,10-11H,1H2/t2-,5+/m0/s1

Upstream product

• 76100-46-4 6-Desoxy-6-brom-2,3-O-isopropyliden-L-gulosonsaeuremethylester 
• 50-81-7 ascorbic acid 
• 18467-77-1 dikegulac 
• 52507-90-1 methyl 2,3:4,6-di-O-isopropylidene-α-L-xylo-2-hexulofuranosonate 
• 76110-72-0 methyl 2,3-O-isopropylidene-L-lyxo-hex-2-ulofuranosate 

Downstream Products

• 528-81-4 6-deoxy-L-ascorbic acid 
• 50-81-7 ascorbic acid 
• 85366-68-3 6-S-phenyl-6-thio-L-ascorbic acid 
• 74042-87-8 3-(3-bromo-3-deoxy-L-threo-glycerol-1-yl)-1-phenylpyrazoline-4,5-dione 4-(phenylhydrazone) 
• 74042-90-3 6-bromo-6-deoxy-L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone) 
• 85366-69-4 O-phenyl-L-ascorbic acid 
• 318239-79-1 2,3-O,O-dibenzyl-4-(5,6-epoxy)-L-ascorbic acid 
• 74042-88-9 3-(1,2-di-O-acetyl-3-bromo-3-deoxy-L-threo-glycerol-1-yl)-1-phenylpyrazoline-4,5-dione 4-(phenylhydrazone) 
• 74042-90-3 6-bromo-6-deoxy-L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone) 
• 140381-10-8 5-O-acetyl-6-bromo-6-deoxy-L-threo-2,3-hexodiulosono-1,4-lactone 2,3-bis(phenylhydrazone) 

Relevant articles and documents

Radiosynthesis and preliminary biodistribution in mice of 6-deoxy-6-[ 131I]iodo-L-ascorbic acid

An ascorbate analog labeled with iodine-131, 6-deoxy- 6-[ 131I]iodo-L-ascorbic acid was prepared for evaluation as an in vivo tracer of L-ascorbic acid. The no-carrier-added radiosynthesis was conducted by nucleophilic bromine-iodine exchange between the brominated precursor and sodium [131I]iodide in 2-pentanone at 130-140°C. HPLC purification using a reversephase column gave 6-deoxy-6-[131I]iodo-L-ascorbic acid in radiochemical yield of 36-60% with high radiochemical purity and satisfactory-specific radioactivity in a total preparation time of 90 min. Biodistribution studies in fibrosarcoma-bearing mice showed a high uptake in the adrenal glands, accompanied by low activity of tumor accumulation, accumulation properties similar to previous results obtained with 14C-labeled ascorbic acid and 6-deoxy-6-[18F]fluoro-L-ascorbic acid, in spite of high level of deiodination. Copyright

Crystal structures, circular dichroism spectra and absolute configurations of some L-ascorbic acid derivatives

Chiral 2,3-O,O-dibenzyl ethers of L-ascorbic acid with 4-(5,6-epoxy)- (4) and 6-O-tosyl- (8) functional groups were studied by X-ray crystallography and circular dichroism (CD) spectroscopy. The stereostructure of 2,3-O,O-dibenzyl-5,6-isopropylidene-L-ascorbic acid (6) and 8 was determined by X-ray crystal structure analysis. Comparison of the CD-spectra of 4 and 8 with the CD-spectra of their synthetic precursors (2-3, 5-7) and L-ascorbic acid (1) itself, as well as crystal structures of 6 and 8 permitted to deduce the absolute configuration of 4. Thus, the chiral atoms C-4 and C-5 in 4 have R and S configurations, which is consistent with the configuration of 1.

Prodrugs and conjugates of thiol-and selenol-containing compounds and methods of use thereof

Disclosed is a prodrugs of the formula: where A is a sulfur or a selenium, and R is derived from a mono- di- or oligo- saccharide. Also disclosed is a prodrug of the formulas; where A is sulfur or selenium, R′ is derived from a sugar and R′ has the formula (CHOH)nCH2OH, where n is 1 to 5, or R′ is an alkyl or aryl group, or R′ is ═O, and the R″ groups may be the same or different and may be hydrogen, alkyl, alkoxy, carboxy. Also disclosed is a conjugate of an antioxidant vitamin and a thiolamine or selenolamine. Also disclosed is a prodrug of the formula; where A is sulfur or selenium, and R′ is derived from a sugar and R′ has the formula (CHOH)nCH2OH, where n is 1 to 5, or R′ is also be an alkyl or aryl group, or R′ is ═O, and R?is an alkoxy, or an amine group. Also disclosed is a prodrug of the formula: R is COOH or H, and R′ is derived from a sugar and R′ has the formula (CHOH)nCH2OH, where n is 1 to 5, or R′ is an alkyl or aryl group, or R′ is ═O.

Novel types of acyclic C-nucleoside analogues via the reaction of hydrogen bromide in acetic acid with L-threo-(glycerol-1-yl)pyrazolinediones

The reaction of hydrogen bromide in acetic acid with a number of L-threo-glycerolylpyrazolinediones and their partially acetalated, acetylated, benzoylated, and p-toluenesulfonylated derivatives has been investigated. The presence of an O-isopropylidene r