Description

2,2',3,3',4,6,6'-Hepta-o-Pivaloyl-α,α'-Trehalose CAS NO 129727-79-3 is a highly functionalized, fully protected derivative of the natural disaccharide trehalose, where seven hydroxyl groups are esterified with pivaloyl (trimethylacetyl) groups. This chemical modification is critical for its role as a key synthetic intermediate in advanced organic and medicinal chemistry, providing exceptional steric protection and lipophilicity. It is primarily sought after by research institutions and pharmaceutical companies engaged in the development of novel carbohydrate-based therapeutics, prodrugs, and complex molecular scaffolds.

Application

• Pharmaceutical Intermediate: Serves as a protected building block for the synthesis of complex glycoconjugates, antiviral agents, and immunomodulators.
• Prodrug Development: Used to create lipophilic prodrug forms of hydrophilic drug molecules to enhance membrane permeability and bioavailability.
• Glycochemistry Research: A pivotal reagent in synthetic carbohydrate chemistry for constructing stereochemically defined oligosaccharides and glycomimetics.
• Chemical Biology Probes: Employed in the design and synthesis of activity-based probes and labeled sugars for studying biological recognition processes.
• Material Science: Potential use as a monomer or cross-linker for creating novel biodegradable polymers with specific degradation profiles.
• Process Chemistry: Utilized in scale-up synthesis for the production of active pharmaceutical ingredients (APIs) requiring protected sugar motifs.

Basic Information

Product Name	2,2',3,3',4,6,6'-Hepta-o-Pivaloyl-α,α'-Trehalose
CAS No.	129727-79-3
Molecular Formula	C55H90O19
Molecular Weight	1047.29 g/mol
Synonyms	Hepta-O-pivaloyl-α,α-trehalose; α,α-Trehalose Heptapivalate; 1,1'-Bis(2,3,4-tri-O-pivaloyl-α-D-glucopyranosyl) 6,6'-di-O-pivalate; Trehalose 2,2',3,3',4,6,6'-heptapivalate; α-D-Glucopyranoside, α-D-glucopyranosyl, heptapivalate; Fully Protected Trehalose Pivalate Ester; Trehalose Hepta-Pivaloyl Ester; 129727-79-3
EINECS	Contact for details

Quality Control

Our 2,2',3,3',4,6,6'-Hepta-o-Pivaloyl-α,α'-Trehalose is produced under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, NMR for structural confirmation, and specific tests for residual solvents and moisture. We provide a detailed Certificate of Analysis (COA) with every shipment, ensuring traceability and compliance with your research and development specifications.

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 compound is moisture-sensitive (hygroscopic); ensure the container is sealed under an inert atmosphere such as nitrogen or argon after each use to maintain stability and prevent hydrolysis of the ester groups.

Specification

Item	Specification
Appearance	White to off-white powder or crystalline solid
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 95.0%
Water Content (KF)	≤ 1.0%
Residual Solvents (GC)	Meets ICH guidelines
Specific Rotation	Contact for details

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