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n-α-Carbobenzoxy-D-Histidine Methyl Ester CAS NO 183866-89-9


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CAS No.:183866-89-9

Grade:Pharmacy Grade

Content:99.9%

Brand:Customizable

Packaging:Customizable

Description

n-α-Carbobenzoxy-D-Histidine Methyl Ester is a protected derivative of the non-natural D-histidine amino acid, serving as a critical chiral building block in advanced organic synthesis. This compound is essential for researchers and manufacturers requiring high-purity, stereochemically defined intermediates for complex molecule construction. It is primarily utilized in the development of novel pharmaceuticals, bioactive peptides, and specialized fine chemicals where precise chirality and functional group protection are paramount.

Application

  • Pharmaceutical Intermediate: Key chiral synthon in the research and development of new active pharmaceutical ingredients (APIs), particularly for peptide-based drugs and enzyme inhibitors.
  • Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) for the controlled incorporation of D-histidine residues, enabling the creation of peptides with enhanced metabolic stability or novel biological activity.
  • Proteomics & Biochemical Research: Serves as a standard or reagent in studies involving chiral recognition, enzyme-substrate interactions, and the synthesis of custom amino acid analogs.
  • Asymmetric Synthesis: Employed as a starting material or intermediate in catalytic asymmetric reactions to construct complex molecular architectures with high enantiomeric purity.
  • Fine Chemical Production: Integral to the multi-step synthesis of specialized fine chemicals, agrochemicals, and advanced materials that require specific chiral centers.

Basic Information

Product Name n-α-Carbobenzoxy-D-Histidine Methyl Ester
CAS No. 183866-89-9
Molecular Formula C15H17N3O4
Molecular Weight 303.32 g/mol
Synonyms Z-D-His-OMe; Cbz-D-Histidine Methyl Ester; Nα-Carbobenzoxy-D-histidine Methyl Ester; (R)-Methyl 2-((((benzyloxy)carbonyl)amino)-3-(1H-imidazol-4-yl)propanoate; D-Histidine, N-[(phenylmethoxy)carbonyl]-, methyl ester; Benzyl N-[(2R)-3-(1H-imidazol-4-yl)-1-methoxy-1-oxopropan-2-yl]carbamate; Methyl Nα-Cbz-D-histidinate
EINECS Contact for details

Quality Control

Our n-α-Carbobenzoxy-D-Histidine Methyl Ester is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including chiral purity verification by HPLC, to ensure it meets the stringent requirements for research and production. A Certificate of Analysis (COA) detailing identity, purity (typically >98%), and specific impurity profiles is provided with every shipment to guarantee traceability and compliance.

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 material is hygroscopic (moisture-sensitive); ensure the container is sealed after each use to prevent degradation.

Specification

Item Specification
Appearance White to off-white crystalline powder
Identification (IR) Conforms to structure
Purity (HPLC) ≥ 98.0%
Optical Rotation Contact for details
Water Content (KF) ≤ 1.0%
Heavy Metals ≤ 20 ppm

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

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