Description

2-Bromo-n-[n-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-n-methyl-D-tryptophan methyl ester is a sophisticated, non-natural amino acid derivative designed for advanced pharmaceutical research and development. This compound serves as a critical protected peptide building block, enabling the synthesis of complex molecules with precise stereochemistry and functional group control. It is primarily utilized by pharmaceutical researchers and process chemists engaged in the discovery and development of novel therapeutic peptides and peptidomimetics.

Application

• Solid-Phase Peptide Synthesis (SPPS): A key intermediate for the controlled assembly of peptide chains, particularly where the D-tryptophan derivative and N-methylation are required for biological activity or metabolic stability.
• Peptidomimetic Drug Discovery: Used to construct backbone-modified peptide analogs to enhance drug-like properties such as oral bioavailability, membrane permeability, and protease resistance.
• Medicinal Chemistry Research: Serves as a versatile scaffold for structure-activity relationship (SAR) studies in the development of receptor agonists/antagonists and enzyme inhibitors.
• Process Development & Scale-Up: Employed in the optimization and kilogram-scale production of active pharmaceutical ingredients (APIs) for preclinical and clinical trials.
• Academic Research: A valuable tool in university and institutional labs studying peptide chemistry, conformational analysis, and novel synthetic methodologies.

Basic Information

Product Name	2-Bromo-n-[n-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl]-n-methyl-D-tryptophan methyl ester
CAS No.	134781-89-8
Molecular Formula	C22H29BrN4O5
Molecular Weight	509.40 g/mol
Synonyms	Boc-L-Ala-N-Me-D-Trp(2-Br)-OMe; Methyl 2-bromo-N-[(2S)-2-[[(2R)-1-methoxy-1-oxo-3-(2-bromo-1H-indol-3-yl)-2-(methylamino)propyl]amino]propanoyl]-D-tryptophanate; Boc-L-Ala-N-Me-D-Trp(Br)-OMe; (2R)-2-[[(2S)-2-[(2-Methylpropan-2-yl)oxycarbonylamino]propanoyl]-methylamino]-3-(2-bromo-1H-indol-3-yl)propanoic acid methyl ester; N-[(1,1-Dimethylethoxy)carbonyl]-L-alanyl-N-methyl-2-bromo-D-tryptophan methyl ester; N-Boc-L-Ala-N-Me-D-Trp(2-Br)-OMe; Peptide building block 134781-89-8
EINECS	Contact for details

Quality Control

Our production of this advanced intermediate adheres to strict quality protocols to ensure batch-to-batch consistency and reliability for critical research applications. Quality is verified through comprehensive analytical techniques including HPLC for purity, chiral analysis to confirm stereochemical integrity, and NMR for structural confirmation. A detailed Certificate of Analysis (COA) is provided with each batch, documenting all relevant specifications. We support compliance with cGMP standards for applications requiring the highest level of documentation and traceability.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C in a dry environment. This material is moisture-sensitive and should be handled under anhydrous conditions when possible. Allow the sealed container to reach room temperature before opening to prevent condensation.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (HPLC)	Conforms to reference standard
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 97.0%
Chiral Purity	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Residual Solvents (GC)	Complies with ICH guidelines

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