Description

Boc-Nalpha-Methyl-D-Tryptophan CAS NO 142381-30-4 is a protected, non-natural amino acid derivative featuring a tert-butoxycarbonyl (Boc) group and a methylated α-amino group on the D-tryptophan backbone. This compound is a critical chiral building block in advanced organic synthesis, enabling the precise construction of complex peptides and peptidomimetics with enhanced metabolic stability. It is primarily utilized by pharmaceutical R&D and fine chemical synthesis teams for developing novel therapeutic agents, including protease inhibitors and bioactive peptide analogs.

Application

• Pharmaceutical Intermediate: A key chiral synthon in the research and development of novel peptide-based drugs and active pharmaceutical ingredients (APIs).
• Peptidomimetic Synthesis: Used to incorporate a methylated, D-configured tryptophan residue into peptidomimetics to improve bioavailability and resistance to enzymatic degradation.
• Protease Inhibitor Development: Serves as a core structural component in the design of selective inhibitors for various protease enzymes.
• Chemical Biology Research: Employed in the study of peptide-protein interactions and the structure-activity relationships (SAR) of bioactive peptides.
• Asymmetric Synthesis: Acts as a valuable starting material or auxiliary in stereoselective synthesis routes due to its defined chiral center.
• Custom Peptide Services: Supplied to CROs and CDMOs for the custom synthesis of complex, non-standard peptides for client projects.

Basic Information

Product Name	Boc-Nalpha-Methyl-D-Tryptophan
CAS No.	142381-30-4
Molecular Formula	C19H26N2O4
Molecular Weight	346.43 g/mol
Synonyms	N-[(1,1-Dimethylethoxy)carbonyl]-N-methyl-D-tryptophan; (R)-2-((tert-Butoxycarbonyl)(methyl)amino)-3-(1H-indol-3-yl)propanoic acid; Boc-N-Me-D-Trp-OH; Boc-N-α-Methyl-D-Trp; N-Boc-N-methyl-D-tryptophan; tert-Butyl N-methyl-D-tryptophanate; D-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-
EINECS	Contact for details

Quality Control

Our Boc-Nalpha-Methyl-D-Tryptophan is manufactured under a strict quality management system. Every batch undergoes comprehensive analytical testing, including chiral purity verification and impurity profiling, to ensure it meets the high standards required for pharmaceutical research. Certificates of Analysis (COA) detailing purity, identity, and specific test results are available upon request to support your regulatory and quality 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). Due to its hygroscopic (moisture-sensitive) nature, the container must be kept tightly sealed in a dry environment to prevent degradation. For long-term storage, consider using desiccants.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% (D-isomer)
Loss on Drying	≤1.0%
Heavy Metals	≤20 ppm
Residue on Ignition	≤0.5%

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