2,3-O-isopropylidene-2-D-ribofuranosylamine p-toluenesulfonate, CAS No. 29836-10-0

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29836-10-0

Catalog No. EBD311409

CAS 29836-10-0

Name 2,3-O-isopropylidene-2-D-ribofuranosylamine p-toluenesulfonate

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Basic Information

Synonyms: 2,3-O-isopropylidene-2-D-ribofuranosylaminep-toluenesulfonate 2',3'-O-isopropylidene-2-D-ribofuranosylaminep-toluenesulfonatesalt 2,3-O-isopropylidene-B-D-ribo-*furanosylamine 2,3-O-Isopropylidene--D-ribofuranosylamine,p-ToluenesulfonateSalt 2,3-O-(1-methylethylidene)pentofuranosylamine 2,3-O-isopropyliden-D-ribofuranosylaminetoluene-p-sulfonate 2,3-O-isopropylidene-D-ribofuranosylaminetosylate 2',3'-O-isopropylidene-D-ribofuranosylaminep-toluenesulfonatesalt

Molecular Formula: C15H23NO7S

Molecular Weight: 361.41

Categories: Medicinal Chemistry > Pharmaceutical Intermediates > Heterocyclic Intermediates Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

Product Description:

2,3-O-Isopropylidene-β-D-ribofuranosylamine p-toluenesulfonate is a protected ribofuranosylamine derivative. It features a β-D-ribofuranose core with an isopropylidene group protecting the 2,3-diol positions and an amine group at the anomeric center, stabilized as a p-toluenesulfonate salt. This compound is a crucial synthetic intermediate in medicinal chemistry and nucleoside chemistry. Its primary application is in the synthesis of nucleoside analogs, particularly C-nucleosides and imino-C-nucleosides, which are important scaffolds for antiviral and anticancer drug discovery. The protected amine functionality serves as a versatile handle for further chemical modifications to introduce various heterocyclic bases or other pharmacophores. As a specialized building block, it is not a general-purpose reagent but is valued for its role in constructing complex, biologically active molecules targeting nucleic acid metabolism.

Physical Properties