D7600

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose

98%

• Synonym(s): 1,2,5,6-diisopropylidene-D-glucose, D-Glucose diacetonide, Diacetone-D-glucose
• Empirical Formula (Hill Notation): C₁₂H₂₀O₆
• CAS Number: 582-52-5
• Molecular Weight: 260.28
• UNSPSC Code: 12352201
• NACRES: NA.22
• PubChem Substance ID: 24894140
• EC Number: 209-486-0
• Beilstein/REAXYS Number: 84386
• MDL number: MFCD00005544

Properties

• Quality Segment: 200
• assay: 98%
• form: powder
• optical activity: [α]20/D −18°, c = 1% in H₂O
• mp: 109-113 °C (lit.)
• SMILES string: [H][C@@]1(O[C@H]2O[C@@H](O[C@@H]2[C@H]1O)C(Cl)(Cl)Cl)[C@H]3COC(C)(C)O3
• InChI: 1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
• InChI key: KEJGAYKWRDILTF-JDDHQFAOSA-N

Description

Application

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose can be used as a starting material to prepare:

• Biologically active L-acovenose, 6-deoxy-L-idose[1] and, carbanucleoside enantiomers.
• Vinyl ether-based chiral carbohydrate synthon by reacting with acetylene using superbase catalytic systems.
• Fluoro-thiofuranosyl nucleosides of biological importance.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)