Description

5-(p-Toluenesulfonate)-2,3-o-Isopropylidene-2-C-Methyl-D-Ribonic-γ-Lactone is a high-value, protected sugar lactone derivative, specifically engineered as a key chiral building block and synthetic intermediate. Its core value lies in providing a reactive handle for nucleophilic substitution while preserving the stereochemical integrity of the D-ribose backbone, enabling precise construction of complex molecules. This compound is essential for researchers and manufacturers in the pharmaceutical and fine chemical industries, particularly those developing nucleoside analogs, antiviral agents, and other bioactive compounds where stereocontrol is paramount.

Application

• Pharmaceutical Intermediate: A critical precursor in the multi-step synthesis of novel nucleoside and nucleotide analogs with potential antiviral or anticancer activity.
• Chiral Building Block: Used in asymmetric synthesis to introduce the 2-C-methyl-D-ribonolactone moiety into more complex molecular architectures, leveraging its defined stereochemistry.
• Carbohydrate Chemistry Research: Serves as a specialized starting material for synthesizing modified sugars, C-glycosides, and other complex carbohydrate mimetics for biochemical studies.
• Prodrug Development: The p-toluenesulfonate (tosylate) group acts as a good leaving group, making it suitable for constructing prodrug linkages or for further functionalization via SN2 reactions.
• Fine Chemical Synthesis: Employed in the preparation of high-value specialty chemicals, including flavors, fragrances, and advanced material precursors requiring specific sugar-based chirality.

Basic Information

Product Name	5-(p-Toluenesulfonate)-2,3-o-Isopropylidene-2-C-Methyl-D-Ribonic-γ-Lactone
CAS No.	109715-12-0
Molecular Formula	C₁₆H₂₀O₇S
Molecular Weight	356.39 g/mol
Synonyms	2,3-O-Isopropylidene-2-C-methyl-5-O-(4-methylbenzenesulfonyl)-D-ribono-1,4-lactone; 2-C-Methyl-2,3-O-isopropylidene-5-O-tosyl-D-ribono-γ-lactone; 5-O-Tosyl-2,3-O-isopropylidene-2-C-methyl-D-ribono-1,4-lactone; 2,3-O-Isopropylidene-5-O-(p-tolylsulfonyl)-2-C-methyl-D-ribono-γ-lactone; 2-C-Methyl-2,3-O-(1-methylethylidene)-5-O-[(4-methylphenyl)sulfonyl]-D-ribono-1,4-lactone; D-Ribono-1,4-lactone, 2,3-O-(1-methylethylidene)-2-C-methyl-5-O-[(4-methylphenyl)sulfonyl]-; 5-O-(4-Methylbenzenesulfonyl)-2,3-O-isopropylidene-2-C-methyl-D-ribono-γ-lactone
EINECS	Contact for details

Quality Control

Our 5-(p-Toluenesulfonate)-2,3-o-Isopropylidene-2-C-Methyl-D-Ribonic-γ-Lactone is produced under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis to confirm stereochemical integrity, and NMR/IR for structural confirmation. We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with your research or cGMP starting material requirements. Specifications can be tailored to meet specific project needs.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, well-ventilated area at a controlled room temperature (15-25°C). The compound is stable under these conditions but should be kept away from strong bases and moisture. For long-term storage, consider using a desiccant.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals	≤ 10 ppm

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.