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Atomfair 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose C19H26O6

Description 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-??-D-glucofuranose (CAS No. 18685-18-2) is a highly specialized carbohydrate derivative extensively used in synthetic organic chemistry and glycoscience research. This compound features a benzyl-protected hydroxyl group at the 3-position and isopropylidene acetal protections at the 1,2- and 5,6-positions, rendering it a versatile intermediate for selective deprotection and further functionalization. With the molecular formula C19H26O6, it offers excellent stability under various reaction conditions, making it ideal for multi-step synthetic routes. Its IUPAC name, 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole , reflects its intricate furanose-based structure. Suitable for researchers in medicinal chemistry, glycobiology, and asymmetric synthesis, this product is supplied with high purity and rigorous QC…

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Description

Description

3-O-Benzyl-1,2:5,6-di-O-isopropylidene-??-D-glucofuranose (CAS No. 18685-18-2) is a highly specialized carbohydrate derivative extensively used in synthetic organic chemistry and glycoscience research. This compound features a benzyl-protected hydroxyl group at the 3-position and isopropylidene acetal protections at the 1,2- and 5,6-positions, rendering it a versatile intermediate for selective deprotection and further functionalization. With the molecular formula C19H26O6, it offers excellent stability under various reaction conditions, making it ideal for multi-step synthetic routes. Its IUPAC name, 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole, reflects its intricate furanose-based structure. Suitable for researchers in medicinal chemistry, glycobiology, and asymmetric synthesis, this product is supplied with high purity and rigorous QC validation to ensure reproducibility.

  • CAS No: 18685-18-2
  • Molecular Formula: C19H26O6
  • Molecular Weight: 350.4
  • Exact Mass: 350.17293854
  • Monoisotopic Mass: 350.17293854
  • IUPAC Name: 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole
  • SMILES: CC1(OCC(O1)C2C(C3C(O2)OC(O3)(C)C)OCC4=CC=CC=C4)C
  • Synonyms: 18685-18-2, 3-O-Benzyl-1,2:5,6-di-O-isopropylidene-alpha-D-glucofuranose, 5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-phenylmethoxy-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxole, NSC 56267, BRN 0043822

Application

This compound serves as a key intermediate in the synthesis of complex carbohydrates, nucleosides, and glycoconjugates. It is widely employed in the preparation of selectively protected sugar derivatives for oligosaccharide assembly. Researchers utilize it in glycosylation reactions to study stereoselective bond formation. Its stability under acidic and basic conditions makes it valuable for multi-step organic transformations.

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