Description

4-[[(1R)-2-[[(2R)-3-(1H-Indol-3-Yl)-2-Methyl-1-Oxo-2-[[(Tricyclo[3.3.1.13,7]Dec-2-Yloxy)Carbonyl]Amino]Propyl]Amino]-1-Phenylethyl]Amino]-4-Oxobutanoic Acid is a sophisticated, non-natural amino acid derivative featuring a complex, conformationally constrained adamantane-based protecting group. This compound is engineered to provide exceptional stability and stereochemical control in advanced synthetic applications, particularly in peptide and peptidomimetic chemistry. It serves as a critical high-purity building block for researchers and process chemists in pharmaceutical R&D and fine chemical synthesis, enabling the development of novel therapeutic agents with improved metabolic profiles.

Application

• Pharmaceutical Intermediate: A key chiral synthon for the synthesis of complex peptide-based drug candidates and bioactive molecules.
• Peptidomimetic Research: Used to incorporate rigid, bulky side chains into peptide backbones to enhance stability, receptor selectivity, and bioavailability.
• Protease Inhibitor Development: Serves as a core structural element in designing inhibitors for various enzymatic targets.
• Chemical Biology Probes: Employed in the creation of labeled or modified peptides for studying protein-protein interactions and cellular pathways.
• Advanced Material Science: Potential use in creating specialized polymers or dendrimers with unique self-assembly properties.
• Custom Synthesis & Contract Manufacturing: Supplied to CDMOs for the production of bespoke compounds under cGMP or research-grade conditions.

Basic Information

Item	Details
Product Name	4-[[(1R)-2-[[(2R)-3-(1H-Indol-3-Yl)-2-Methyl-1-Oxo-2-[[(Tricyclo[3.3.1.13,7]Dec-2-Yloxy)Carbonyl]Amino]Propyl]Amino]-1-Phenylethyl]Amino]-4-Oxobutanoic Acid
CAS No.	130332-27-3
Molecular Formula	C34H40N4O6
Molecular Weight	600.71 g/mol
Synonyms	N-[(1R)-2-[[(2R)-3-(1H-Indol-3-yl)-2-methyl-1-oxo-2-[[(tricyclo[3.3.1.13,7]dec-2-yloxy)carbonyl]amino]propyl]amino]-1-phenylethyl]succinamic acid; Fmoc-Ada-OH derivative (contextual); Adamantyloxycarbonyl-protected tryptophan derivative; Nα-1-Adamantyloxycarbonyl-Nin-protected dipeptide analog; (2R)-2-[[(2R)-2-[[(1R)-2-[(3-Carboxypropanoyl)amino]-2-phenylethyl]amino]-1-methyl-2-oxo-2-(1H-indol-3-yl)ethyl]carbamoyl]oxy]tricyclo[3.3.1.13,7]decane-2-carboxylic acid (alternative IUPAC); Ada-based peptide building block.
EINECS	Contact for details

Quality Control

This product is manufactured under strict quality management systems to ensure batch-to-batch consistency and high purity. Our standard grade meets specifications suitable for research and advanced synthetic applications. Certificates of Analysis (COA) are provided with each shipment, detailing key parameters such as chiral purity, chemical purity (HPLC), and identity confirmation. We can supply material under cGMP-compliant protocols for pharmaceutical development upon request.

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 nature, the container must be kept tightly sealed in a dry environment to prevent moisture uptake. For long-term storage, consider desiccants or an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥ 97.0%
Chiral Purity (Chiral HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 1.0%
Residue on Ignition	≤ 0.5%
Heavy Metals	≤ 20 ppm

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