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o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester CAS NO 195976-07-9


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CAS No.:195976-07-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester CAS NO 195976-07-9 is a sophisticated, multifunctional building block designed for advanced organic synthesis and pharmaceutical research. This compound is critical for researchers developing novel glycopeptides, glycoconjugates, and carbohydrate-based therapeutics, offering precise control over glycosidic linkage and amino acid protection. It is an essential reagent for medicinal chemists and biochemists in academic, pharmaceutical R&D, and biotechnology laboratories focused on targeted drug delivery, vaccine development, and chemical biology studies.

Application

  • Solid-Phase Peptide Synthesis (SPPS): A key protected intermediate for the automated synthesis of complex glycopeptides containing threonine residues.
  • Glycoconjugate Vaccine Development: Used to construct well-defined carbohydrate antigens linked to carrier proteins or peptides for immunological studies.
  • Chemical Biology Probes: Serves as a precursor for "click chemistry" applications via its azido group, enabling bioorthogonal labeling and imaging of biomolecules.
  • Medicinal Chemistry Research: A crucial building block for creating libraries of glycosylated compounds to explore structure-activity relationships (SAR) in drug discovery.
  • Oligosaccharide and Glycoprotein Synthesis: Facilitates the stereoselective introduction of galactose derivatives into larger carbohydrate structures.
  • Protecting Group Strategy: The combination of Fmoc (base-labile) and tert-butyl (acid-labile) esters allows for orthogonal deprotection in multi-step syntheses.

Basic Information

Product Name o-(2-Azido-4,6-o-Benzylidene-2-Deoxy-α-D-Galactopyranosyl)-n-Fmoc-L-Threonine tert-Butyl Ester
CAS No. 195976-07-9
Molecular Formula C39H44N4O9
Molecular Weight 712.80 g/mol
Synonyms Fmoc-Thr(tBu)-Gal(Az)-OBn; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-L-threonine tert-butyl ester; 2-Azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl Fmoc-L-threonine tert-butyl ester; Fmoc-L-Thr(tBu)-α-D-Galp(Az)-OBn; Glycosylated Fmoc-Threonine tert-butyl ester derivative; Benzylidene-protected azido galactosyl threonine building block
EINECS Contact for details

Quality Control

Every batch of this high-purity building block is subjected to rigorous analytical testing to ensure identity, purity, and consistency for sensitive research applications. Our quality protocols are designed to meet the exacting standards of pharmaceutical R&D. A comprehensive Certificate of Analysis (COA) detailing purity (HPLC), identity (NMR, IR), and other critical parameters is provided with each shipment to support your regulatory and research documentation needs.

Storage

Preserve in a tightly closed container, protected from light. Store at -20°C or below in a freezer. This compound is hygroscopic (moisture-sensitive) and should be handled under anhydrous conditions or a dry inert atmosphere (e.g., nitrogen or argon) to maintain stability. Allow the sealed container to equilibrate to room temperature before opening to prevent condensation.

Specification

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

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

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