5-deoxy-2,3-O-isopropylidene-1-O-methyl-β-D-ribofuranose, CAS No. 23202-81-5

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23202-81-5

Catalog No. EBD2205693

CAS 23202-81-5

Name 5-deoxy-2,3-O-isopropylidene-1-O-methyl-β-D-ribofuranose

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Basic Information

Synonyms: methyl-(O2,O3-isopropylidene-5-deoxy-β-D-ribofuranoside) 5-deoxy-2,3-O-isopropylidene-1-O-methyl-β-D-ribofuranose methyl5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside Methyl5-deoxy-2,3-O-isopropylidene-beta-D-ribofuranoside methyl5-deoxy-2,3-O-(1-methylethylidene)-beta-D-ribofuranoside Methyl-5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside 1-O-Methyl-2,3-O-isopropylidene-5-Deoxy-β-D-Ribose methyl-5-deoxy-2,3-o-isopropylidene-beta-d-ribofuranoside

Molecular Formula: C9H16O4

Molecular Weight: 188.22

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Medicinal Chemistry > Pharmaceutical Intermediates > Drug Synthesis Building Blocks

Product Description:

Methyl 5-deoxy-2,3-O-isopropylidene-β-D-ribofuranoside is a protected ribofuranoside derivative. It features a methyl glycoside at the anomeric position and an isopropylidene acetal protecting group at the 2,3-diol, with a deoxy modification at the 5-position. This specific protection pattern makes it a valuable chiral building block in synthetic organic chemistry. This compound is primarily utilized as a key synthetic intermediate in the preparation of nucleoside analogs and modified sugars. Its protected structure allows for selective further functionalization, which is crucial in medicinal chemistry for developing antiviral and anticancer agents. It serves as a precursor in the synthesis of C-nucleosides and other biologically active molecules that mimic natural nucleosides. As a specialty chemical, it is employed in research and development for constructing complex carbohydrate scaffolds and exploring structure-activity relationships. Its role is foundational in the synthesis of potential pharmaceutical candidates targeting various diseases.

Physical Properties

Boiling Point: 225.623 °C at 760 mmHg

Flash Point: 88.612 °C

Density: 1.12 g/cm3