trans-1,2-Cyclohexanedicarboxylic acid serves as the racemic starting material for the Lurasidone synthetic route, undergoing diastereomeric resolution to furnish the enantiopure (1R,2R)-diacid . (1R,2R)-1,2-Cyclohexanedicarboxylic acid is the resolved chiral intermediate, also designated as Lurasidone Intermediate 4 and Lurasidone Impurity 49, and is a key building block for constructing the chiral cyclohexane linker of the drug . (1R,2R)-1,2-Cyclohexanedimethanol is the reduced diol form, a C₂-symmetric chiral compound that is mesylated and condensed with the benzisothiazolyl-piperazine fragment to complete the Lurasidone skeleton . Together, these three intermediates provide a complete solution for Lurasidone manufacturing, from racemic resolution through to the final chiral linker.
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鲁拉西酮 |
反式-1,2-环己烷二甲酸 |
2305-32-0 |
|
|
(1R,2R)-1,2-环己烷二甲酸 |
46022-05-3 |
|
|
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(1R,2R)-1,2-环己烷二甲醇 |
65376-05-8 |
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The quality of these three intermediates directly dictates the stereochemical purity and yield of your Lurasidone manufacturing campaign. Cosperpharm understands that a single stereochemical impurity in the starting trans-diacid can cascade through resolution, reduction, and coupling to compromise the final API.
Stereochemical integrity at every stage. We verify the (1R,2R)-configuration of our chiral intermediates using chiral HPLC and optical rotation, ensuring that the enantiopurity established during resolution is preserved through downstream transformations.
Documentation for regulatory filings. Each intermediate is supplied with a batch-specific COA, and for (1R,2R)-1,2-Cyclohexanedicarboxylic acid, we can provide documentation referencing its designation as Lurasidone Intermediate 4 and Impurity 49 to support your ANDA impurity profiling.
Supply from gram to kilogram scale. Whether you require reference standards for analytical method development or bulk quantities for pilot-scale Lurasidone synthesis, we offer flexible packaging and transparent lead times.
Technical guidance on the synthetic cascade. Our process chemists can advise on resolution conditions, reduction protocols, and mesylation strategies—because we have worked extensively with this cyclohexane scaffold across multiple campaigns.
🔬 Complete Synthetic Cascade from One Source
The three intermediates span the entire chiral linker synthesis: racemic resolution → enantiopure diacid → chiral diol. Sourcing all three from Cosperpharm eliminates variability from multiple suppliers and ensures stereochemical continuity across your process.
🧬 Defined Stereochemistry for Lurasidone Activity
The (1R,2R) configuration is the pharmacologically active form; the (1S,2S) enantiomer lacks the desired antipsychotic profile. Our chiral intermediates are characterized for enantiomeric purity, providing the stereochemical control required for a reproducible Lurasidone synthesis .
⚙️ High-Yielding Reduction Route
The conversion of (1R,2R)-1,2-cyclohexanedicarboxylic acid dimethyl ester to (1R,2R)-1,2-cyclohexanedimethanol using potassium borohydride/lithium chloride achieves good yields and avoids the need for specialized asymmetric hydrogenation equipment .
🎯 Conformational Rigidity for Enhanced Binding
The trans-1,2-disubstituted cyclohexane scaffold pre-organizes the Lurasidone pharmacophore into its bioactive conformation, reducing the entropic penalty upon receptor binding compared to flexible alkyl linkers .
Store trans-1,2-Cyclohexanedicarboxylic acid and (1R,2R)-1,2-Cyclohexanedimethanol at room temperature in tightly sealed containers, protected from moisture and light. Store (1R,2R)-1,2-Cyclohexanedicarboxylic acid below +30 °C .
Handling precautions: Use standard laboratory PPE including gloves, safety goggles, and lab coat. Avoid dust generation. Refer to the Safety Data Sheet for each specific compound.
If you require any of these three Lurasidone intermediates for your manufacturing campaign or analytical program, please contact us. Cosperpharm supplies trans-1,2-Cyclohexanedicarboxylic acid, (1R,2R)-1,2-Cyclohexanedicarboxylic acid, and (1R,2R)-1,2-Cyclohexanedimethanol with the stereochemical rigor and documentation your Lurasidone project demands. Reach out today to discuss quantities, lead times, and technical support.
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