Description

(1R,3R,4S,5R)-3-[(4S)-2,2-Dimethyl-1,3-Dioxolan-4-Yl]-7,7-Dimethyl-2,6,8-Trioxabicyclo[3.3.0]Octan-4-Ol is a high-purity, chiral bicyclic acetal derivative that serves as a critical advanced pharmaceutical intermediate and building block in organic synthesis. Its complex stereochemistry and functional groups make it invaluable for constructing sophisticated molecular architectures, particularly in the development of nucleoside analogs and other bioactive compounds. This compound is essential for research and production in the pharmaceutical, biotechnology, and fine chemical sectors, where precise stereochemical control is paramount.

Application

• Pharmaceutical Intermediate: A key chiral precursor in the synthesis of novel antiviral and anticancer nucleoside analogs.
• Organic Synthesis Building Block: Used in the construction of complex, stereodefined natural products and macrocyclic compounds.
• Asymmetric Catalysis Research: Serves as a ligand precursor or a chiral template in the development of new catalytic systems.
• Carbohydrate Chemistry: Acts as a protected, functionalized sugar derivative for glycosylation studies and oligosaccharide synthesis.
• Process Chemistry Development: Employed in route scouting and optimization for scalable manufacturing of active pharmaceutical ingredients (APIs).
• Academic & Industrial R&D: A valuable reagent for medicinal chemistry programs and chemical biology research targeting enzyme inhibition.

Basic Information

Product Name	(1R,3R,4S,5R)-3-[(4S)-2,2-Dimethyl-1,3-Dioxolan-4-Yl]-7,7-Dimethyl-2,6,8-Trioxabicyclo[3.3.0]Octan-4-Ol
CAS No.	65561-77-5
Molecular Formula	C₁₂H₂₀O₆
Molecular Weight	260.28 g/mol
Synonyms	1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose; Diacetone-D-glucose; Diacetone glucose; 1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose; D-Glucose diethyl acetal; α-D-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-; (3aR,5R,6S,6aR)-5-[(R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol
EINECS	265-798-2

Quality Control

Our production of this advanced intermediate adheres to strict quality management systems, ensuring batch-to-batch consistency and high purity. Quality is verified through a comprehensive suite of analytical techniques including HPLC, Chiral HPLC, NMR, and optical rotation measurement to confirm identity, purity, and stereochemical integrity. A detailed Certificate of Analysis (COA) is provided with each shipment, documenting all critical specifications.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated place at a controlled room temperature (15-25°C). This compound is hygroscopic (moisture-sensitive); the container must be kept tightly sealed to exclude moisture.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Specific Optical Rotation [α]²⁰D	-18° to -22° (c=1 in H₂O)
Loss on Drying	≤ 0.5%
Residue on Ignition	≤ 0.1%
Heavy Metals (as Pb)	≤ 10 ppm

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