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2-o-Acetyl-3,4,6-Tri-o-Benzyl-A-D-Mannopyranosyl Trichloroacetimidate CAS NO 108869-64-3


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CAS No.:108869-64-3

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

2-o-Acetyl-3,4,6-Tri-o-Benzyl-A-D-Mannopyranosyl Trichloroacetimidate is a sophisticated glycosyl donor, a key building block in the stereoselective synthesis of complex oligosaccharides and glycoconjugates. Its value lies in its high reactivity and excellent anomeric selectivity, enabling the efficient construction of challenging α-mannosidic linkages, which are critical in biological recognition processes. This advanced intermediate is essential for researchers and manufacturers in pharmaceutical development, particularly for creating carbohydrate-based vaccines, diagnostic tools, and novel therapeutics targeting infectious diseases and cancer.

Application

  • Glycochemistry Research: A pivotal reagent for the stereocontrolled synthesis of mannose-containing oligosaccharides and glycans for structure-activity relationship (SAR) studies.
  • Pharmaceutical Intermediates: Used in the production of active pharmaceutical ingredients (APIs) for carbohydrate-based drugs, including antiviral and anticancer agents.
  • Vaccine Development: Critical for constructing synthetic carbohydrate antigens used in conjugate vaccine candidates against bacterial pathogens.
  • Glycobiology Tools: Synthesis of neoglycoconjugates, probes, and standards for studying carbohydrate-protein interactions and enzymatic processes.
  • Process Chemistry: Scaling up glycosylation reactions for the commercial production of complex natural products and glycotherapeutics.
  • Diagnostic Reagents: Manufacturing of specific carbohydrate ligands for diagnostic assays and biosensors.

Basic Information

Product Name 2-o-Acetyl-3,4,6-Tri-o-Benzyl-A-D-Mannopyranosyl Trichloroacetimidate
CAS No. 108869-64-3
Molecular Formula C31H30Cl3NO7
Molecular Weight 635.93 g/mol
Synonyms 2-O-Acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl trichloroacetimidate; α-D-Mannopyranosyl trichloroacetimidate, 2-O-acetyl-3,4,6-tri-O-benzyl-; Trichloroacetimidate Mannosyl Donor; 3,4,6-Tri-O-benzyl-2-O-acetyl-α-D-mannopyranosyl trichloroacetimidate; Benzyl-Protected Mannosyl Trichloroacetimidate; Glycosyl Donor for α-Mannosylation; Mannosyl Trichloroacetimidate Derivative
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Quality Control

Our high-purity glycosylation reagents are produced under strict quality management to ensure batch-to-batch consistency critical for synthetic reproducibility. Each lot undergoes comprehensive analysis including HPLC for purity, NMR for structural confirmation, and specific tests for moisture content. Certificates of Analysis (COA) with detailed chromatographic and spectroscopic data are provided to support your R&D and cGMP manufacturing requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 2-8°C or as indicated on the label or COA. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions or in a controlled atmosphere to maintain stability and reactivity.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 97.0%
Water Content (KF) ≤ 0.5%
Specific Rotation Contact for details

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

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