Description

α-D-Glucofuranose, 1,2-O-(1-methylethylidene)- (CAS No. 18549-40-1) is a high-purity carbohydrate derivative with the molecular formula C₉H₁₆O₆. This compound features a protected glucofuranose structure, where the 1,2-hydroxyl groups are shielded by an isopropylidene group, enhancing its stability for synthetic applications. Its IUPAC name, (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol, reflects its stereochemical complexity, making it valuable for chiral synthesis and glycosylation studies. Ideal for researchers in organic chemistry, glycobiology, and pharmaceutical development, this product is rigorously tested for purity and consistency. Available in various quantities to suit lab-scale and industrial needs.

Properties

• CAS Number: 18549-40-1
• Complexity: 243
• IUPAC Name: (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
• InChI: InChI=1S/C9H16O6/c1-9(2)14-7-5(12)6(4(11)3-10)13-8(7)15-9/h4-8,10-12H,3H2,1-2H3/t4-,5+,6-,7-,8-/m1/s1
• InChI Key: BGGCXQKYCBBHAH-OZRXBMAMSA-N
• Exact Mass: 220.09468823
• Molecular Formula: C9H16O6
• Molecular Weight: 220.22
• SMILES: CC1(O[C@@H]2[C@H]([C@H](O[C@@H]2O1)[C@@H](CO)O)O)C
• Topological: 88.4
• Monoisotopic Mass: 220.09468823
• Synonyms: 18549-40-1, NSC 1697, EINECS 242-420-9, .alpha.-D-Glucofuranose, 1,2-O-(1-methylethylidene)-, DTXSID80885054, alpha-D-Glucofuranose, 1,2-O-(1-methylethylidene)-, monoacetone-glucose, DTXCID901024460, 1,2-O-Isopropylidene-alpha-D-glucofuranose, Monoacetone glucose, MFCD00063244, 1,2-O-Isopropylidene-a-d-glucofuranose, a-d-Glucofuranose, 1,2-O-(1-methylethylidene)-, (1R)-1-[(3aR,5R,6S,6aR)-6-hydroxy-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol, (R)-1-((3aR,5R,6S,6aR)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol, Glucofuranose, 1,2-O-isopropylidene-, alpha-D-, 1,2-O-Isopropylidene-?-D-glucofuranose, SCHEMBL817444, BGGCXQKYCBBHAH-OZRXBMAMSA-N, AKOS015919533, HY-W087995, AC-32126, DS-14843, CS-0128848, NS00052502, 1,2-O-Isopropylidene- alpha -D-glucofuranose, 1,2-O-Isopropylidene-(+/-)-D-glucofuranose, O10343, a-D-Glucofuranose,1,2-O-(1-methylethylidene)-, 1,2-O-(1-Methylethylidene)-alpha-D-glucofuranose, 1,2-O-Isopropylidene-alpha-D-glucofuranose, 98%, A1-00355, 1,2-O-Isopropylidene-alpha-D-glucofuranose, >=98% (TLC), 1,2-O-Isopropylidene-|A inverted exclamation mark-D-glucofuranose

Application

This compound serves as a key intermediate in the synthesis of modified sugars and nucleosides, particularly in carbohydrate chemistry research. It is used to study glycosylation reactions and enzyme mechanisms due to its protected hydroxyl groups. Researchers also employ it in the development of prodrugs and targeted therapeutics requiring stable sugar moieties.

Safety and Hazards

GHS Hazard Statements

• Not Classified
• Reported as not meeting GHS hazard criteria by 6 of 6 companies. For more detailed information, please visit ECHA C&L website.

Hazard Classes and Categories

• Not Classified

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