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O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-deoxy-6-[[(phenylmethoxy)carbonyl]amino]-α-D-glucopyranosyl-(1→4)]-2-deoxy-N1-[(2S)-2-hydroxy-1-oxo-4-[[(phenylmethoxy)carbonyl]amino]butyl]-N3-[(phenylmethoxy)carbonyl]-D-Streptamine CAS NO 66567-34-8


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CAS No.:66567-34-8

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-deoxy-6-[[(phenylmethoxy)carbonyl]amino]-α-D-glucopyranosyl-(1→4)]-2-deoxy-N1-[(2S)-2-hydroxy-1-oxo-4-[[(phenylmethoxy)carbonyl]amino]butyl]-N3-[(phenylmethoxy)carbonyl]-D-Streptamine is a complex, semi-synthetic derivative of streptamine, featuring multiple protected amino and hydroxyl groups, making it a critical advanced pharmaceutical intermediate. Its precise chemical architecture is essential for the research and development of novel aminoglycoside antibiotics and other bioactive molecules. This high-purity compound is primarily utilized by pharmaceutical R&D laboratories and contract manufacturing organizations (CMOs) focused on next-generation anti-infective therapies.

Application

  • Key Intermediate in Novel Antibiotic Synthesis: Serves as a crucial building block for the research and development of new-generation aminoglycoside antibiotics with potentially improved efficacy and reduced toxicity profiles.
  • Medicinal Chemistry Research: Used in structure-activity relationship (SAR) studies to explore modifications of the streptamine core for discovering new pharmacological activities.
  • Bioconjugation and Probe Development: The protected functional groups allow for selective deprotection and conjugation, enabling its use in creating labeled probes for biochemical studies.
  • Process Chemistry & Scale-Up: Employed in route scouting and optimization for the commercial-scale production of complex therapeutic agents.
  • Academic & Institutional Research: Supports fundamental research in glycochemistry, enzymology, and microbiology within university and government laboratories.

Basic Information

Item Details
Product Name O-3-Amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-deoxy-6-[[(phenylmethoxy)carbonyl]amino]-α-D-glucopyranosyl-(1→4)]-2-deoxy-N1-[(2S)-2-hydroxy-1-oxo-4-[[(phenylmethoxy)carbonyl]amino]butyl]-N3-[(phenylmethoxy)carbonyl]-D-Streptamine
CAS No. 66567-34-8
Molecular Formula C48H62N4O19
Molecular Weight 999.02 g/mol
Synonyms 1-N-[(S)-4-(Benzyloxycarbonylamino)-2-hydroxybutyryl]-3-N-benzyloxycarbonyl-3',4'-dideoxykanamycin B; 3',4'-Dideoxykanamycin B derivative; 1-N-[(S)-4-(Z-Amino)-2-hydroxybutyryl]-3-N-Z-3',4'-dideoxykanamycin B; Arbekacin intermediate; Semi-synthetic kanamycin derivative; Protected streptamine glycoside; (2S)-4-[[(Benzyloxy)carbonyl]amino]-2-hydroxy-N-[(1R,2S,3S,4R,5S)-5-amino-2-[[(2R,3R,4R,5R,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy]-4-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[[(phenylmethoxy)carbonyl]amino]oxan-2-yl]oxy]-3-hydroxycyclohexyl]butanamide
EINECS Contact for details

Quality Control

This product is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity suitable for research and development applications. Quality is verified through advanced analytical techniques including HPLC, NMR, and Mass Spectrometry. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and impurity profiles is provided with each batch to support your regulatory and research documentation needs.

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 must be kept under anhydrous conditions. For long-term storage, consider storing under an inert atmosphere such as argon or nitrogen.

Specification

Item Specification
Appearance White to off-white powder
Identification (HPLC) Conforms to reference standard
Identification (NMR) Conforms to structure
Purity (HPLC) ≥ 95.0%
Water Content (KF) ≤ 2.0%
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.

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