2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate beta-D-Fructopyranose

CAS: 150609-95-3

Ref. TR-M304875

Product Information

• Name: 2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate beta-D-Fructopyranose
• Synonyms: 2,3:4,5-bis-O-(1-Methylethylidene)-ß-D-fructopyranose 1-Chlorosulfate, ß-D-Fructopyranose, 2,3:4,5-bis-O-(1-methylethylidene)-, chlorosulfate (9CI), 5H-Bis[1,3]dioxolo[4,5-b:4',5'-d]pyran, ß-D-fructopyranose deriv., 2,3:4,5-Bis-O-(1-methylethylidene)-ß-D-fructopyranose sulfonyl chloride, 2,3:4,5-Bis-O-(1-Methylethylidene)-Bd-Fructopyranose Chlorosulfate, 2,3:4,5-Bis-O-(1-Methylethylidene)-B-D-Fructopyranose Sulfonyl Chloride, Frutopyranose Sulfuryl Chloride, [(3aS,5aR,8aR,8bS)-2,2,7,7-tetramethyltetrahydro-3aH-bis[1,3]dioxolo[4,5-b:4',5'-d]pyran-3a-yl]methyl chlorosulfate (non-preferred name)
• CAS: 150609-95-3

Description

Applications 2,3:4,5-bis-O-(1-Methylethylidene)-1-chlorosulfate β-D-Fructopyranose is an intermediate for Topiramate-d12 (T540252) and an impurity of Topiramate(T540250). Topiramate is used as an anticonvulsant.
References Maryanoff, B.E., et al.: J. Med. Chem., 30, 880 (1987); Bialer, M.: Clin. Pharmacokinet., 24(6), 441-52 (1993)

• Brand: TRC

Chemical properties

• Molecular weight: 358.79
• Formula: C₁₂H₁₉ClO₈S
• Color/Form: Neat
• InChI: InChI=1S/C12H19ClO8S/c1-10(2)18-7-5-16-12(6-17-22(13,14)15)9(8(7)19-10)20-11(3,4)21-12/h7-9H,5-6H2,1-4H3/t7-,8-,9+,12+/m1/s1
• InChI key: InChIKey=RXVWCMYRBRBGMC-KZFFXBSXSA-N
• SMILES: CC1(C)O[C@@H]2CO[C@]3(COS(=O)(=O)Cl)OC(C)(C)O[C@H]3[C@@H]2O1