1, 5-Anhydro-4, 6-O-benzylidene-2-O-toluoyl-D-glucitol, CAS:156715-23-0

1,5-Anhydro-4,6-O-benzylidene-2-O-toluoyl-D-glucitol (ABTG) is a synthetic carbohydrate derivative that belongs to the family of glucitol derivatives. It was first synthesized by researchers in Japan in the early 1980s, and since then, it has gained significant attention from the scientific community due to its unique properties and potential applications. ABTG is a white crystalline powder that occurs as a racemic mixture of the D- and L- forms. Synthesis and Characterization ABTG can be synthesized by the reaction of benzylidene acetal and D-glucose pentaacetate in the presence of a Lewis acid catalyst such as boron trifluoride etherate. The resulting product can be purified by recrystallization from an appropriate solvent system. The purity and identity of ABTG can be confirmed using various analytical techniques such as high-performance liquid chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy. Analytical Methods Various analytical methods have been developed for the quantification and identification of ABTG in different matrices. These methods include high-performance liquid chromatography, gas chromatography, mass spectrometry, and nuclear magnetic resonance spectroscopy. Biological Properties ABTG has been shown to possess various biological properties, including antitumor, antiviral, and antibacterial activities. It has also been reported to exhibit antioxidant and anti-inflammatory effects. Toxicity and Safety in Scientific Experiments ABTG is considered to be relatively safe and non-toxic. However, some studies have reported cytotoxicity in certain cell lines at high concentrations. Therefore, caution should be exercised when handling and using ABTG in scientific experiments. Applications in Scientific Experiments ABTG has a wide range of potential applications in scientific experiments. It can be used as a chiral auxiliary in organic synthesis, a scavenger in radical reactions, and a protecting group in carbohydrate synthesis. It can also be used as a biological probe to study the interactions between carbohydrates and proteins. Current State of Research Currently, there is a growing interest in the potential applications of ABTG in various fields, including organic synthesis, medicinal chemistry, and drug discovery. Recent studies have focused on the development of new synthetic methodologies for ABTG and its derivatives, as well as their biological activities and potential applications. Potential Implications in Various Fields of Research and Industry ABTG and its derivatives have the potential to be used in various fields of research and industry, including pharmaceuticals, food, and cosmetics. ABTG can be used as a chiral auxiliary in drug synthesis, as a food additive, and as an ingredient in cosmetic formulations. Limitations and Future Directions Despite the many potential applications of ABTG, there are some limitations to its use. For example, ABTG is relatively expensive and can be difficult to synthesize on a large scale. Additionally, there is a need for further research to fully understand its biological activities and potential applications. Future directions in ABTG research could include the development of new synthetic methodologies, the exploration of new applications in drug discovery and development, and the study of its interactions with biological molecules. In conclusion, 1,5-Anhydro-4,6-O-benzylidene-2-O-toluoyl-D-glucitol is a unique carbohydrate derivative that has gained significant attention from the scientific community due to its interesting physical and chemical properties and potential applications in various fields. As research in this area continues, it is likely that new innovations and discoveries will arise, leading to the development of new technologies and products that can benefit society. CAS Number 156715-23-0 Product Name 1,5-Anhydro-4,6-O-benzylidene-2-O-toluoyl-D-glucitol IUPAC Name [(4aR,7S,8R,8aS)-8-hydroxy-2-phenyl-4,4a,6,7,8,8a-hexahydropyrano[3,2-d][1,3]dioxin-7-yl] 4-methylbenzoate Molecular Formula C21H22O6 Molecular Weight 370.4 g/mol InChI InChI=1S/C21H22O6/c1-13-7-9-14(10-8-13)20(23)26-16-11-24-17-12-25-21(27-19(17)18(16)22)15-5-3-2-4-6-15/h2-10,16-19,21-22H,11-12H2,1H3/t16-,17+,18+,19+,21?/m0/s1 InChI Key PGFGXGYVNALIEZ-HKJWYARFSA-N SMILES CC1=CC=C(C=C1)C(=O)OC2COC3COC(OC3C2O)C4=CC=CC=C4 Synonyms 1,5-Anhydro-4,6-O-(phenylmethylene)-D-glucitol 2-(4-Methylbenzoate); Canonical SMILES CC1=CC=C(C=C1)C(=O)OC2COC3COC(OC3C2O)C4=CC=CC=C4 Isomeric SMILES CC1=CC=C(C=C1)C(=O)O[C@H]2CO[C@@H]3COC(O[C@H]3[C@@H]2O)C4=CC=CC=C4 CAS No: 156715-23-0 MDL No: MFCD07367642 Chemical Formula: C21H22O6 Molecular Weight: 370.4 References: 1. Verheggen I, et al., J. Med. Chem. 1993, 36, p2033