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Benzyl ((1S,4R,5S,6S)-4,5,6-Trihydroxy-3-(Hydroxymethyl)Cyclohex-2-En-1-Yl)Carbamate CAS NO 83470-76-2


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CAS No.:83470-76-2

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

Benzyl ((1S,4R,5S,6S)-4,5,6-Trihydroxy-3-(Hydroxymethyl)Cyclohex-2-En-1-Yl)Carbamate is a high-purity, stereochemically defined carbohydrate derivative and protected amino sugar building block. This compound is critical for the synthesis of complex bioactive molecules, offering precise control over stereochemistry and functional group manipulation. It is primarily utilized by research institutions and pharmaceutical companies engaged in the development of novel therapeutics, antibiotics, and enzyme inhibitors.

Application

  • Pharmaceutical Intermediate: A key chiral synthon in the synthesis of novel aminoglycoside antibiotics and other therapeutic agents.
  • Glycobiology Research: Used as a protected building block for the chemical and enzymatic synthesis of complex oligosaccharides and glycoconjugates.
  • Medicinal Chemistry: Serves as a precursor for structure-activity relationship (SAR) studies and the development of glycosidase inhibitors.
  • Process Chemistry: Employed in the scale-up and route development for active pharmaceutical ingredients (APIs) requiring specific carbohydrate motifs.
  • Bioconjugation: The carbamate and hydroxyl groups provide handles for linking to other molecules, peptides, or surfaces in probe development.

Basic Information

Product Name Benzyl ((1S,4R,5S,6S)-4,5,6-Trihydroxy-3-(Hydroxymethyl)Cyclohex-2-En-1-Yl)Carbamate
CAS No. 83470-76-2
Molecular Formula C15H19NO6
Molecular Weight 309.32 g/mol
Synonyms 1-N-Cbz-2,3,4-Trihydroxy-5-(hydroxymethyl)-1,5-cyclohexadiene; Benzyl N-[(1S,4R,5S,6S)-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-en-1-yl]carbamate; 1-N-Cbz-2,3,4-Trihydroxy-5-(hydroxymethyl)-1,5-cyclohexadienylamine; Cbz-Protected Cyclohexenyl Amino Sugar; (1S,4R,5S,6S)-1-[(Benzyloxy)carbonyl]amino-4,5,6-trihydroxy-3-(hydroxymethyl)cyclohex-2-ene
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Quality Control

Our Benzyl ((1S,4R,5S,6S)-4,5,6-Trihydroxy-3-(Hydroxymethyl)Cyclohex-2-En-1-Yl)Carbamate is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification, to ensure it meets the high standards required for pharmaceutical research and development. A detailed Certificate of Analysis (COA) providing identity, purity, and impurity profiles is supplied with every shipment.

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 product is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation.

Specification

Item Specification
Appearance White to off-white solid
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Chiral Purity (Chiral HPLC) ≥ 99.0% ee
Water Content (KF) ≤ 1.0%
Residue on Ignition ≤ 0.1%
Heavy Metals ≤ 10 ppm

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

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