• 1. A biocatalytic approach to the enantioselective synthesis of (R)- and (S)-malic acid
  Enzo Santaniello,Patrizia Ferraboschi,Paride Grisenti,Fabrizio Aragozzini,Elisabetta Maconi J. Chem. Soc. Perkin Trans. 1 1991 601
• 2. Asymmetric synthesis of milbemycin and avermectin spiroacetals
  Eric Merifield,Patrick G. Steel,Eric J. Thomas J. Chem. Soc. Chem. Commun. 1987 1826
• 3. Convergent synthesis of degradable dendrons based on l-malic acid
  Ulrich Meyhoff,Ulla Riber,Ulrik Boas New J. Chem. 2015 39 1161
• 4. Convergent synthesis of degradable dendrons based on l-malic acid
  Ulrich Meyhoff,Ulla Riber,Ulrik Boas New J. Chem. 2015 39 1161
• 5. The stereocontrolled total synthesis of spirastrellolide A methyl ester. Expedient construction of the key fragments
  Ian Paterson,Edward A. Anderson,Stephen M. Dalby,Jong Ho Lim,Philip Maltas,Olivier Loiseleur,Julien Genovino,Christian Moessner Org. Biomol. Chem. 2012 10 5861

• Solvents and Organic Chemicals Organic Compounds Organic acids and derivatives Hydroxy acids and derivatives Beta hydroxy acids and derivatives
• Solvents and Organic Chemicals Organic Compounds Acids/Esters

Dimethyl (S)-(-)-Malate (CAS No. 617-55-0): Properties, Applications, and Market Insights

Dimethyl (S)-(-)-Malate (CAS No. 617-55-0) is a chiral ester derivative of malic acid, widely recognized for its role in asymmetric synthesis and pharmaceutical intermediates. This compound, with the molecular formula C₆H₁₀O₅, is a colorless to pale yellow liquid under standard conditions. Its enantiomeric purity and stereoselective reactivity make it a valuable building block in fine chemicals, particularly for synthesizing bioactive molecules like flavor enhancers, pharmaceutical APIs, and agrochemicals.

The growing demand for chiral auxiliaries and green chemistry solutions has positioned Dimethyl (S)-(-)-Malate as a hotspot in research. Recent trends in sustainable synthesis highlight its utility in catalytic asymmetric hydrogenation, a process aligned with the 12 Principles of Green Chemistry. Researchers are exploring its potential in biodegradable polymers, leveraging its malic acid backbone for eco-friendly material design. This aligns with global searches for "renewable chemical feedstocks" and "low-toxicity solvents," reflecting industry shifts toward circular economies.

In pharmaceuticals, Dimethyl (S)-(-)-Malate serves as a precursor for nonsteroidal anti-inflammatory drugs (NSAIDs) and antiviral agents. Its stereocenter enables precise control over drug chirality, addressing the FDA's emphasis on enantiopure therapeutics. A 2023 study in the Journal of Medicinal Chemistry demonstrated its use in optimizing prodrug delivery systems, a topic frequently searched in AI-driven drug discovery platforms. The compound’s ester hydrolysis kinetics also make it a candidate for controlled-release formulations.

The flavor and fragrance industry utilizes Dimethyl (S)-(-)-Malate to synthesize fruit flavor esters, capitalizing on its mild, apple-like aroma. With consumers prioritizing "clean-label ingredients," manufacturers are adopting chiral esters like this to replace synthetic additives. SEO analytics reveal rising queries for "natural flavor enhancers CAS 617-55-0" and "malate derivatives in food," indicating market traction.

From a technical perspective, Dimethyl (S)-(-)-Malate exhibits a boiling point of 212°C (at 760 mmHg) and a density of 1.22 g/cm³. Its optical rotation ([α]_D²⁰ = -8.5° in ethanol) is critical for quality control in chiral applications. Storage recommendations include inert atmospheres to prevent ester degradation, a common concern among purchasers searching for "stable malate derivatives."

Market reports project a 6.2% CAGR for chiral esters like Dimethyl (S)-(-)-Malate through 2030, driven by Asia-Pacific pharmaceutical expansion. Suppliers are optimizing enantioselective catalysis routes to meet demand, a process often queried as "scalable synthesis of 617-55-0." Regulatory compliance (e.g., REACH, FDA GRAS) further ensures its adoption in global supply chains.

In summary, Dimethyl (S)-(-)-Malate (CAS 617-55-0) bridges interdisciplinary applications from green chemistry to precision medicine. Its alignment with trends like sustainable manufacturing and chiral drug development underscores its relevance in modern chemical innovation.

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