(3R,4R,5R,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride

(3R,4R,5R,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride

CAS Number: 1355005-40-1
Catalog Number: A23-1015

Product Description:
(3R,4R,5R,6R)-6-(Acetoxymethyl)-3-aminotetrahydro-2H-pyran-2,4,5-triyl triacetate hydrochloride is a stereochemically defined amino sugar derivative widely used as an advanced intermediate in carbohydrate chemistry and pharmaceutical synthesis. The compound features multiple acetyl protecting groups that enhance solubility in organic media and allow controlled deprotection during multi-step reactions.

The presence of a primary amine (as hydrochloride salt) makes it highly suitable for further functionalization, including amide formation, coupling reactions, and derivatization. Its well-defined stereochemistry ensures precision in the synthesis of complex molecules such as glycosides, glycoconjugates, and biologically active compounds.

This compound is particularly valuable in medicinal chemistry, nucleoside and amino sugar synthesis, and pharmaceutical intermediate development, offering reliability and consistency in advanced research applications.

Key Features:

• Stereochemically defined amino sugar derivative
• Triacetate protection for controlled reactivity
• Hydrochloride salt for improved stability and handling
• Reactive amine functionality for further derivatization
• High purity and reproducibility

Applications:

• Amino sugar and carbohydrate synthesis
• Glycoconjugate and glycoside preparation
• Pharmaceutical intermediate development
• Medicinal chemistry and drug discovery
• Functional group transformation and coupling reactions

Molecular Formula: C₁₄H₂₄ClNO₉
Molecular Weight: 385.80 g/mol