Description

.Alpha.-D-Glucofuranose, 2-(Acetylamino)-2-Deoxy-5,6-o-(1-Methylethylidene)-3-o-(Phenylmethyl)- is a sophisticated, multi-protected carbohydrate derivative that serves as a critical chiral building block in advanced organic synthesis. Its value lies in its precisely defined stereochemistry and protective group arrangement, enabling the controlled construction of complex bioactive molecules. This high-purity intermediate is essential for research and development in the pharmaceutical industry, particularly for the synthesis of novel antibiotics, antiviral agents, and glycosidase inhibitors.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of complex carbohydrate-based drugs, including aminoglycoside antibiotics and neuraminidase inhibitors.
• Glycobiology Research: Used in the study of glycosylation processes and the development of glycosidase inhibitors for therapeutic applications.
• Oligosaccharide Synthesis: Serves as a protected glycosyl donor or acceptor in the stepwise construction of biologically active oligosaccharides and glycoconjugates.
• Chemical Biology Probes: Employed in the creation of labeled sugar analogs for investigating metabolic pathways and enzyme mechanisms.
• Process Development: Utilized in scaling up synthetic routes for carbohydrate-based active pharmaceutical ingredients (APIs) under GMP conditions.

Basic Information

Product Name	.Alpha.-D-Glucofuranose, 2-(Acetylamino)-2-Deoxy-5,6-o-(1-Methylethylidene)-3-o-(Phenylmethyl)-
CAS No.	125158-56-7
Molecular Formula	C20H27NO6
Molecular Weight	377.43 g/mol
Synonyms	2-Acetamido-2-deoxy-5,6-O-isopropylidene-3-O-benzyl-α-D-glucofuranose; 3-O-Benzyl-5,6-O-isopropylidene-2-acetamido-2-deoxy-α-D-glucofuranose; 2-Acetamido-3-O-benzyl-2-deoxy-5,6-O-(1-methylethylidene)-α-D-glucofuranose; N-Acetyl-3-O-benzyl-5,6-O-isopropylidene-α-D-glucosamine; Benzyl 2-acetamido-2-deoxy-5,6-O-isopropylidene-α-D-glucofuranoside (common name); Protected N-Acetyl-D-glucosamine derivative; GlcNAc derivative (protected)
EINECS	Contact for details

Quality Control

Our .Alpha.-D-Glucofuranose, 2-(Acetylamino)-2-Deoxy-5,6-o-(1-Methylethylidene)-3-o-(Phenylmethyl)- is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity suitable for research and pharmaceutical development. Each lot is accompanied by a comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles. We support compliance with ICH Q7 guidelines and can provide material for projects requiring GMP starting materials.

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 hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider storing under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥ 98.0%
Specific Rotation	[α]²⁰D: +50° to +60° (c=1 in CHCl₃)
Water Content (KF)	≤ 0.5%
Residue on Ignition	≤ 0.1%
Single Impurity (HPLC)	≤ 0.5%
Total Impurities (HPLC)	≤ 2.0%

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