1,6-Anhydro-β-D-glucopyranose

• CAT Number: R000023
• CAS Number: 498-07-7
• Molecular Formula: C6H10O5
• Molecular Weight: 162.141
• Purity: ≥95%
• Synonyms: 1,6-Anhydro-D-glucose; Levoglucosan; 1,6-Anhydro-D-glucopyranoside; 1,6-Anhydroglucose; Leucoglucosan; NSC 46243
• Target: Endogenous Metabolite
• Storage: Store at -20°C
• IUPAC Name: (1R,2S,3S,4R,5R)-6,8-dioxabicyclo[3.2.1]octane-2,3,4-triol
• InChI: InChI=1S/C6H10O5/c7-3-2-1-10-6(11-2)5(9)4(3)8/h2-9H,1H2/t2-,3-,4+,5-,6-/m1/s1
• InChIKey: TWNIBLMWSKIRAT-VFUOTHLCSA-N
• SMILES: C1C2C(C(C(C(O1)O2)O)O)O

1,6-Anhydro-β-D-glucopyranose (CAS 498-07-7) has a role as a human metabolite and a biomarker. It can be used as a precursor for the synthesis of 1,6-anhydro-2,4-dideoxy<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />-β-D-glycerohexopyranos-3-ulo<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />se, Quasi-linear polyglucose (PGlc) via cationic ring-opening polymerization, Polynitrogenated analogs of glucopyranoses and 3-deoxy-3-fluorogalacto<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />pyranose and acetylated 4-deoxy-4-fluorogalactopy<wbr style="color: rgb(102, 94, 88); font-family: Arial, Helvetica, sans-serif; font-variant-ligatures: normal; orphans: 2; widows: 2;" />ranose.

Reference

1.Belyk, Kevin M., et al. "Practical synthesis of 1, 6-anhydro-2, 4-dideoxy-β-D-glycero-hexopyranos-3-ulose from levoglucosan." The Journal of organic chemistry 65.8 (2000): 2588-2590.
2.Kobayashi, Yuichiro, et al. "The controlled synthesis of polyglucose in one-dimensional coordination nanochannels." Chemical Communications 52.29 (2016): 5156-5159.
3.Bailliez, Vincent, Alain Olesker, and Jeannine Cleophax. "Synthesis of polynitrogenated analogues of glucopyranoses from levoglucosan." Tetrahedron 60.5 (2004): 1079-1085.
4.Lainé, Danny, Vincent Denavit, and Denis Giguère. "Synthesis of Protected 3-Deoxy-3-fluoro-and 4-Deoxy-4-fluoro-d-galactopyranosides from Levoglucosan." The Journal of Organic Chemistry 82.9 (2017): 4986-4992.