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(3As,5R,6R,6As)-5-(((tert-Butyldiphenylsilyl)Oxy)Methyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol CAS NO 114738-04-4


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CAS No.:114738-04-4

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

(3As,5R,6R,6As)-5-(((tert-Butyldiphenylsilyl)Oxy)Methyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol is a high-value, protected carbohydrate derivative and a critical chiral building block in advanced organic synthesis. This compound matters because it provides a strategically protected hydroxyl group, enabling precise stereochemical control in the construction of complex molecules. It is primarily needed by research and development teams in the pharmaceutical and fine chemical industries for the synthesis of nucleoside analogs, antiviral agents, and other bioactive compounds.

Application

  • Pharmaceutical Intermediate: A key chiral synthon for the synthesis of nucleoside-based antiviral and anticancer drugs.
  • Advanced Organic Synthesis: Used as a protected glycosyl donor or acceptor in the stereoselective construction of complex carbohydrate structures and natural products.
  • Process Chemistry: Serves as a critical intermediate in the scalable production of Active Pharmaceutical Ingredients (APIs) requiring specific sugar moieties.
  • Glycochemistry Research: Essential for academic and industrial research focused on glycosylation reactions and carbohydrate chemistry.
  • Pro-drug Development: Utilized to create masked or protected forms of drug molecules to improve stability, solubility, or bioavailability.
  • Fine Chemical Manufacturing: Employed in the production of specialty chemicals, ligands, and catalysts where precise chirality is paramount.

Basic Information

Product Name (3As,5R,6R,6As)-5-(((tert-Butyldiphenylsilyl)Oxy)Methyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol
CAS No. 114738-04-4
Molecular Formula C26H34O6Si
Molecular Weight 470.64 g/mol
Synonyms 1,2-O-Isopropylidene-5-O-(tert-butyldiphenylsilyl)-α-D-glucofuranurono-6,3-lactone; 5-O-(tert-Butyldiphenylsilyl)-1,2-O-isopropylidene-α-D-glucofuranurono-6,3-lactone; TBDPS-protected glucofuranurono lactone; (3aS,5R,6R,6aS)-5-[[(1,1-Dimethylethyl)diphenylsilyl]oxy]methyl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol; 1,2-O-Isopropylidene-5-O-TBDPS-α-D-glucofuranurono-6,3-lactone
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Quality Control

Our (3As,5R,6R,6As)-5-(((tert-Butyldiphenylsilyl)Oxy)Methyl)-2,2-Dimethyltetrahydrofuro[2,3-D][1,3]Dioxol-6-Ol is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including chiral purity verification by HPLC, to ensure it meets the high standards required for pharmaceutical R&D and production. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at a controlled room temperature (15-25°C). This material is hygroscopic (moisture-sensitive) and should be handled under an inert atmosphere (e.g., nitrogen or argon) when opening to prevent degradation. For long-term storage, consider storing desiccated at 2-8°C.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Identification (HPLC) Retention time matches reference standard
Assay (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 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.

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