Description

n-α-tert-Butoxycarbonyl-D-Tryptophan is a protected derivative of the essential amino acid D-tryptophan, featuring a tert-butoxycarbonyl (Boc) group on the α-amino nitrogen. This modification is critical for its primary role as a key chiral building block in the synthesis of complex peptides and peptidomimetics, where it provides stereochemical control and prevents unwanted side reactions. It is an indispensable intermediate for pharmaceutical research and development, particularly in the creation of therapeutic peptides, APIs, and bioactive compounds requiring the D-tryptophan scaffold.

Application

• Pharmaceutical Intermediate: A crucial chiral synthon for the solid-phase and solution-phase synthesis of therapeutic peptides and peptidomimetic drugs.
• API Development: Used in the research and production of Active Pharmaceutical Ingredients (APIs) that incorporate the D-tryptophan residue.
• Biochemical Research: Serves as a protected amino acid reagent for studying enzyme-substrate interactions, receptor binding, and metabolic pathways.
• Peptide Library Construction: Essential for combinatorial chemistry and high-throughput screening to discover new lead compounds.
• Asymmetric Synthesis: Employed in organic synthesis to introduce the D-tryptophan moiety with high enantiomeric purity into complex molecular architectures.
• Prodrug Synthesis: Utilized in designing prodrugs where the Boc group allows for controlled release of the active amino acid in vivo.

Basic Information

Product Name	n-α-tert-Butoxycarbonyl-D-Tryptophan
CAS No.	108104-79-6
Molecular Formula	C₁₈H₂₄N₂O₄
Molecular Weight	332.40 g/mol
Synonyms	Boc-D-Trp-OH; (R)-2-((tert-Butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid; D-Tryptophan, N-[(1,1-dimethylethoxy)carbonyl]-; Boc-D-Tryptophan; N-Boc-D-tryptophan; N-tert-Butoxycarbonyl-D-tryptophan; (R)-2-(tert-Butoxycarbonylamino)-3-(1H-indol-3-yl)propionic acid; N-α-Boc-D-tryptophan
EINECS	Contact for details

Quality Control

Our n-α-tert-Butoxycarbonyl-D-Tryptophan is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity and chiral analysis to confirm enantiomeric excess, ensuring it meets the high standards required for pharmaceutical R&D and cGMP applications. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and specific impurities is provided 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. For long-term storage, consider desiccated conditions.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% ee (D-isomer)
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Heavy Metals	≤10 ppm
Single Unknown Impurity (HPLC)	≤0.5%
Total Impurities (HPLC)	≤2.0%

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