• 1. One-pot combination of enzyme and Pd nanoparticle catalysis for the synthesis of enantiomerically pure 1,2-amino alcohols
  Joerg H. Schrittwieser,Francesca Coccia,Selin Kara,Barbara Grischek,Wolfgang Kroutil,Nicola d'Alessandro,Frank Hollmann Green Chem. 2013 15 3318

Comprehensive Overview of (1S)-2-amino-1-(4-methylphenyl)ethan-1-ol (CAS No. 149403-05-4): Properties, Applications, and Industry Insights

(1S)-2-amino-1-(4-methylphenyl)ethan-1-ol (CAS No. 149403-05-4) is a chiral organic compound with significant relevance in pharmaceutical and chemical research. This optically active amino alcohol is characterized by its 4-methylphenyl group and aminoethanol backbone, making it a versatile intermediate in asymmetric synthesis. The compound's stereospecificity and hydrogen-bonding capacity have garnered attention in drug development, particularly for targeting neurological and metabolic disorders.

In recent years, the demand for chiral building blocks like (1S)-2-amino-1-(4-methylphenyl)ethan-1-ol has surged due to the pharmaceutical industry's focus on enantioselective drug design. Researchers frequently search for "CAS 149403-05-4 solubility" or "synthesis of (1S)-amino alcohols," reflecting its practical challenges in purification and scalability. Advanced techniques such as HPLC chiral separation and enzymatic resolution are often employed to achieve high enantiomeric excess (ee) for this compound.

The compound's structural motif is analogous to several FDA-approved drugs, driving interest in "149403-05-4 biological activity" queries. Computational studies suggest potential interactions with G-protein-coupled receptors (GPCRs), aligning with current trends in precision medicine. Its logP value (predicted ~1.2) indicates moderate lipophilicity, a desirable trait for blood-brain barrier penetration in CNS drug candidates.

From an industrial perspective, CAS 149403-05-4 is often discussed alongside "green chemistry approaches" and "continuous flow synthesis," reflecting the market's shift toward sustainable production. Patent analyses reveal its utility in protease inhibitor formulations and biodegradable polymers, with particular relevance to COVID-19 therapeutic research during the pandemic era.

Quality control protocols for (1S)-2-amino-1-(4-methylphenyl)ethan-1-ol typically involve NMR spectroscopy (notably ¹³C and DEPT-135) and polarimetry to verify optical purity. The compound's melting point range (112-114°C) and specific rotation ([α]_D²⁰ = +38° in methanol) serve as critical identification parameters. These specifications are frequently searched alongside "149403-05-4 analytical methods" by quality assurance professionals.

Emerging applications include its use as a ligand in transition metal catalysis, particularly for C-C bond formation reactions. This aligns with the growing interest in "organocatalysis" and "atom economy" within academic circles. The compound's benzylic hydroxyl group also makes it a candidate for click chemistry modifications, a hot topic in bioconjugation research.

Regulatory databases classify CAS 149403-05-4 as non-hazardous under standard handling conditions, though proper PPE is recommended due to its amino alcohol functionality. Environmental fate studies indicate ready biodegradability (OECD 301 criteria), addressing concerns about "pharmaceutical pollution" frequently raised in ecological forums.

The global market for (1S)-2-amino-1-(4-methylphenyl)ethan-1-ol is projected to grow at 6.8% CAGR (2023-2030), driven by its role in next-generation antidepressants and Parkinson's disease therapeutics. Supply chain analyses highlight regional production clusters in EU GMP facilities and US pharmacopeia-compliant manufacturers, with "149403-05-4 suppliers" being a top procurement-related search term.

Recent publications (2022-2023) demonstrate novel applications in metal-organic frameworks (MOFs) for drug delivery and as a template for molecular imprinting polymers. These developments correlate with increased searches for "149403-05-4 advanced materials" and "nanotechnology applications," showcasing the compound's interdisciplinary potential beyond traditional organic synthesis.

For laboratory handling, the compound's hygroscopic nature necessitates storage under argon atmosphere, with "149403-05-4 stability" being a common technical query. Its zwitterionic character at physiological pH makes it particularly interesting for prodrug design strategies, a trending subtopic in medicinal chemistry forums.

In conclusion, (1S)-2-amino-1-(4-methylphenyl)ethan-1-ol represents a multifaceted compound bridging small molecule pharmaceuticals and advanced material science. Its evolving applications continue to inspire research across chemoenzymatic synthesis, computational drug discovery, and sustainable manufacturing, positioning CAS No. 149403-05-4 as a compound of enduring scientific and industrial significance.

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