1-methoxy-2,3-O-isopropylidene-2-D-ribofuranosyl-5-carboxylic acid, CAS No. 54622-95-6

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54622-95-6

Catalog No. EBD535411

CAS 54622-95-6

Name 1-methoxy-2,3-O-isopropylidene-2-D-ribofuranosyl-5-carboxylic acid

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Basic Information

Synonyms: 1-methoxy-2,3-O-isopropylidene-2-D-ribofuranosyl-5-carboxylicacid methyl2,3-O-isopropylidene-2-D-ribofuranosiduronicacid methyl-(2,3-O-isopropyliden)-2-D-ribofuranuronicacid O2,O3-isopropylidene-O1-methyl-2-D-ribofuranuronicacid O2,O3-Isopropyliden-O1-methyl-2-D-ribofuranuronsaeure (3AS,4S,6R,6AR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylicacid 2,3-O-Isopropylidene-1-O-methyl-D-ribosicacid Methyl2,3-O-isopropylidene-beta-D-ribofuranosiduronicacid methyl2,3-O-(1-methylethylidene)-beta-D-ribofuranosiduronicacid

Molecular Formula: C9H14O6

Molecular Weight: 218.21

MDL Number: MFCD01632660

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides Synthetic Chemistry > Organic Building Blocks > Other Organic Building Blocks

Product Description:

2,3-O-Isopropylidene-1-O-methyl-D-ribonic acid is a protected derivative of D-ribonic acid. It features an isopropylidene acetal group protecting the 2,3-diol and a methyl ether at the anomeric position. This specific protection pattern makes it a valuable chiral building block in synthetic organic chemistry. Its primary application is as a key intermediate in the synthesis of nucleoside analogues and other biologically active molecules. The chiral scaffold derived from D-ribose is crucial for constructing the sugar moiety of modified nucleosides, which are investigated as potential antiviral or anticancer agents. The protecting groups allow for selective further functionalization of the molecule. This compound serves as a specialized synthon rather than a general-purpose reagent. Its use is predominantly in medicinal chemistry and life science research for the targeted construction of complex, pharmacologically relevant structures based on carbohydrate chemistry.

Physical Properties

Melting Point: 129-130°C