Description

1,2:5,6-Di-O-cyclohexylidene-α-D-glucofuranose (CAS No. 23397-76-4) is a high-purity carbohydrate derivative widely used in synthetic organic chemistry and pharmaceutical research. This compound, with the molecular formula C₁₈H₂₈O₆, features a unique bicyclic structure with cyclohexylidene protecting groups, making it an essential intermediate in glycosylation reactions and carbohydrate synthesis. Its stereospecific configuration ensures precise reactivity in complex synthetic pathways. Ideal for researchers and scientists, this product is supplied with rigorous quality control to guarantee consistency and performance in demanding applications such as nucleoside synthesis, glycoconjugate development, and chiral auxiliary preparation. Store under recommended conditions to maintain stability and purity.

Properties

• CAS Number: 23397-76-4
• Complexity: 470
• IUPAC Name: (3aR,5S,6S,6aR)-5-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1′-cyclohexane]-6-ol
• InChI: InChI=1S/C18H28O6/c19-13-14(12-11-20-17(22-12)7-3-1-4-8-17)21-16-15(13)23-18(24-16)9-5-2-6-10-18/h12-16,19H,1-11H2/t12-,13+,14-,15-,16-/m1/s1
• InChI Key: XEYVZLZWQFLSDZ-YIDVYQOGSA-N
• Exact Mass: 340.18858861
• Molecular Formula: C18H28O6
• Molecular Weight: 340.4
• SMILES: C1CCC2(CC1)OC[C@@H](O2)[C@@H]3[C@@H]([C@@H]4[C@H](O3)OC5(O4)CCCCC5)O
• Topological: 66.4
• Monoisotopic Mass: 340.18858861
• Synonyms: 23397-76-4, 1,2:5,6-Di-O-cyclohexylidene-a-D-glucofuranose, alpha-D-Glucofuranose, 1,2:5,6-di-O-cyclohexylidene-, (3aR,5S,6S,6aR)-5-[(3R)-1,4-dioxaspiro[4.5]decan-3-yl]spiro[3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole-2,1′-cyclohexane]-6-ol, 1,2:5,6-Di-O-cyclohexylidene-alpha-D-glucofuranose, 1,2:5,6-Di-O-cyclohexylidene-|A-D-glucofuranose, SCHEMBL5331834, DTXSID20428106, XEYVZLZWQFLSDZ-YIDVYQOGSA-N, (3’AR,5’S,6’S,6’AR)-5′-[(2R)-1,4-DIOXASPIRO[4.5]DECAN-2-YL]-TETRAHYDROSPIRO[CYCLOHEXANE-1,2′-FURO[2,3-D][1,3]DIOXOL]-6′-OL, MFCD09880233, AKOS015913644, HY-W835928, MD02781, BS-42171, CS-0961031, 1,2:5,6-Di-O-cyclohexylidene-?-D-glucofuranose, |A-D-Glucofuranose, 1,2:5,6-di-O-cyclohexylidene-, (3a’R,6’S,6a’R)-5′-[(2R)-1,4-Dioxaspiro[4.5]decan-2-yl]tetrahydrospiro[cyclohexane-1,2′-furo[2,3-d][1,3]dioxol]-6′-ol

1,2:5,6-Di-O-cyclohexylidene-α-D-glucofuranose is primarily employed as a protected sugar intermediate in the synthesis of nucleosides, nucleotides, and glycomimetics. Its stability under acidic and basic conditions makes it valuable for multi-step organic transformations. Researchers utilize it in the preparation of chiral ligands and catalysts for asymmetric synthesis. Additionally, it serves as a precursor for modified sugars in glycobiology studies.

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