D-Lactic acid contains the hydroxycarboxylic acid motif, featuring a three-carbon backbone with a terminal carboxyl group and a secondary hydroxyl group positioned at the 2-position relative to the carboxylate. The molecule is stereochemically defined as the D enantiomer, and it can exist as a carboxylic acid or as its corresponding lactate salt depending on the counterion and pH. In biochemical and analytical workflows, D-Lactic acid is used as a defined small-molecule substrate or reference material for studies involving organic acid composition, enzymatic conversion assays, and calibration of chromatographic or spectrometric methods.
CAT No: CP26143
CAS No:10326-41-7
Synonyms/Alias:D-Lacticacid;(R)-2-Hydroxypropanoicacid;10326-41-7;(R)-Lacticacid;D-(-)-Lacticacid;(R)-lactate;(R)-2-Hydroxypropionicacid;(2R)-2-hydroxypropanoicacid;(-)-Lacticacid;D-lactate;R-lacticacid;(R)-alpha-Hydroxypropionicacid;(R)-(-)-Lacticacid;Propanoicacid,2-hydroxy-,(2R)-;Propel;delta-Lactate;D-Milchsaeure;D-2-Hydroxypropanoicacid;D-2-Hydroxypropionicacid;delta-Lacticacid;(R)-Milchsaeure;1-Lacticacid;Lacticacid(D);(-)-Lactate;delta-(-)-Lactate
D-Lactic acid is a chiral hydroxycarboxylic acid with the stereogenic center at the α-carbon, bearing a hydroxyl group and a carboxylic acid functionality. The molecule exists as a small, highly polar intermediate that can participate in esterification, salt formation, and controlled dehydration chemistry to generate lactate-derived building blocks. D-Lactic acid can be handled as the free acid or converted into reactive derivatives such as lactate esters, enabling downstream transformations in fine chemical synthesis and polymer-related manufacturing. The stereochemical identity of the D-isomer is particularly relevant when lactic acid is used to control stereochemical outcomes in chiral synthesis, enzymatic processes, and stereodefined material precursors.
1. Chiral Building Block
D-Lactic acid is applied in chiral synthesis workflows where the defined D-configuration serves as a stereochemical handle for constructing enantioselective intermediates. The α-hydroxycarboxylic acid motif can be converted into lactate esters or activated carboxylic acid derivatives, supporting stereoretentive or stereodirecting transformations depending on the reaction class. The hydroxyl group enables selective functional group interconversions, while the carboxyl group supports coupling chemistry to generate chiral amide, ester, or mixed anhydride intermediates. Downstream, D-lactate-derived chiral intermediates can be used to access stereodefined fragments for medicinal chemistry research and for industrial fine chemical synthesis requiring controlled stereochemistry.
2. Polymer And Bioplastic Feedstock
D-Lactic acid is utilized in polymer chemistry and specialty chemical production as a renewable monomer precursor for polylactide-type materials and related lactate-based polymers. The carboxylic acid functionality supports conversion into lactide or other cyclic intermediates, while the hydroxyl group influences reactivity during esterification and polymer formation. Industrial manufacturing routes often rely on lactate chemistry to manage melt behavior, hydrolysis stability, and end-group design in polymer processing. The D-isomer can be employed to tailor stereoregularity and material properties for downstream polymer modification and functional material development.
3. Pharmaceutical Intermediate Chemistry
D-Lactic acid is used in pharmaceutical intermediate preparation and chemical manufacturing contexts where hydroxycarboxylic acid derivatives function as solubilizing, derivatizing, or chiral auxiliary components. The molecule can be transformed into esters that act as protecting-group-like moieties for alcohol functionality during multi-step synthesis, or into activated carboxyl derivatives that participate in amide bond formation. The presence of both hydroxyl and carboxyl groups enables selective derivatization strategies that can be aligned with peptide synthesis compatibility when lactate esters are used to modulate reactivity of neighboring functional groups. Lactate-based intermediates derived from D-lactic acid can also serve as feedstocks for downstream chiral building blocks used in synthetic organic chemistry.
4. Chemical Biology Reagents
D-Lactic acid is applied in chemical biology research as a lactate source for metabolic probe development and as a stereochemically defined component in enzyme-related studies. The α-hydroxycarboxyl structure enables formation of salts and labeled or derivatized lactate analogs that can be used to interrogate substrate recognition and reaction pathways of lactate-utilizing enzymes. The carboxylate and hydroxyl groups can be used to design conjugation-ready intermediates for attaching lactate motifs to larger molecular frameworks used in biochemical assays. Stereochemical control with the D-isomer supports studies where enantiomer-specific binding or conversion behavior is relevant to biochemical investigation.
5. Process Chemistry Intermediate
D-Lactic acid is employed as a process chemistry intermediate for producing lactate esters, lactate salts, and downstream dehydration or ester-exchange products used in specialty manufacturing. The small, polar structure facilitates integration into continuous or batch chemical processes where controlled conversion to reactive lactate derivatives is required for subsequent step chemistry. Carboxylic acid activation and esterification chemistry can be used to generate intermediates for fine chemical synthesis, including reagents that carry a stereodefined hydroxycarboxyl fragment. Industrially, D-lactic acid can function as a feedstock for producing functional intermediates that support applied product development in chemical manufacturing and applied materials production.
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