Description

(2S)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(1-Methylcyclobutyl)Propanoic Acid is a specialized, non-natural amino acid derivative featuring a sterically hindered 1-methylcyclobutyl side chain and an Fmoc-protected α-amino group. This compound matters as a critical building block for the solid-phase peptide synthesis (SPPS) of complex peptides and peptidomimetics, where its unique structure is used to introduce conformational constraints and enhance metabolic stability. Pharmaceutical researchers and fine chemical manufacturers need it for developing novel therapeutic peptides, probing protein-protein interactions, and creating advanced drug candidates with improved pharmacological profiles.

Application

• Solid-Phase Peptide Synthesis (SPPS): As an Fmoc-protected amino acid, it is a fundamental monomer for the automated, stepwise construction of custom peptide sequences.
• Peptidomimetic Drug Discovery: The 1-methylcyclobutyl group introduces significant steric bulk and conformational restriction, making it valuable for designing peptide analogs that mimic natural structures while resisting enzymatic degradation.
• Chemical Biology Probes: Used to incorporate non-natural amino acids into peptides for studying enzyme mechanisms, receptor-ligand interactions, and cellular signaling pathways.
• Pharmaceutical Intermediate: Serves as a key chiral synthon in the multi-step synthesis of more complex active pharmaceutical ingredients (APIs) targeting various disease areas.
• Bioconjugation and Linker Chemistry: The carboxylic acid functionality allows for further derivatization and conjugation to other molecules, surfaces, or solid supports.
• Academic and R&D Laboratories: Essential for research in medicinal chemistry, structural biology, and materials science where custom peptide sequences are required.

Basic Information

Product Name	(2S)-2-({[(9H-Fluoren-9-Yl)Methoxy]Carbonyl}Amino)-3-(1-Methylcyclobutyl)Propanoic Acid
CAS No.	2231664-92-7
Molecular Formula	C23H25NO4
Molecular Weight	379.45 g/mol
Synonyms	Fmoc-(1-Me-Cbu)-OH; Fmoc-1-methylcyclobutylalanine; N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-1-methylcyclobutylalanine; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-(1-methylcyclobutyl)propanoic acid; Fmoc-Cbu(1-Me)-OH; Fmoc-1-Me-Cbu-OH; Nα-Fmoc-1-methylcyclobutyl-L-alanine; Fmoc-L-1-methylcyclobutylalanine
EINECS	Contact for details

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. For this high-purity building block, quality is assured through multiple orthogonal analytical techniques including HPLC, NMR, and mass spectrometry to confirm identity, chiral purity, and chemical purity. We adhere to cGMP principles for manufacturing critical intermediates, supporting our clients' regulatory filings.

Storage

Preserve in a tightly closed container, protected from light. Store at 2-8°C in a dry environment. This product is hygroscopic (moisture-sensitive) and light-sensitive; prolonged exposure to ambient conditions or higher temperatures may lead to decomposition or reduced reactivity. For long-term storage, consider storage under an inert atmosphere.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (NMR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Chiral Purity (HPLC)	≥ 99.0% ee
Water Content (KF)	≤ 0.5%
Heavy Metals	≤ 10 ppm
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.