Intermediates

R-(-)-3-(Carbamoylmethyl)-5-methylhexanoic acid

  • CAS No.181289-33-8
  • GradeIndustrial / Pharmaceutical
  • Availability● In Stock

High-purity R-(-)-3-(Carbamoylmethyl)-5-methylhexanoic acid (CAS 181289-33-8), a key chiral intermediate in the synthesis of Pregabalin. Ideal for pharmaceutical API manufacturing with ≥99% enantiomeric purity.

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Product Technical Details

Product Overview

R-(-)-3-(Carbamoylmethyl)-5-methylhexanoic acid is a high-value chiral carboxylic acid intermediate widely employed in the asymmetric synthesis of active pharmaceutical ingredients (APIs). With CAS number 181289-33-8 and molecular formula C9H17NO3, this compound serves as a critical building block in the industrial-scale production of Pregabalin (CAS 148553-50-8), a globally recognized therapeutic agent for neuropathic pain and epilepsy.

Specifications

Molecular FormulaC9H17NO3
Molecular Weight187.24 g/mol
AppearanceWhite to off-white crystalline powder
Purity (HPLC)≥99.0%
Assay (HPLC)98.0–102.0%
Melting Point127.0–133.0°C
Loss on Drying≤0.5%
Residue on Ignition≤0.15%
S-Isomer≤1.0%
Heavy Metals<20 ppm
Any Single Impurity≤0.5%

Industrial Applications

This enantiomerically enriched intermediate is exclusively utilized in regulated pharmaceutical synthesis pathways. Its structural features—featuring a chiral center at the 3-position and a carbamoylmethyl side chain—enable precise stereochemical control during Pregabalin manufacturing. Key advantages include:

  • High enantiomeric excess ensuring optimal pharmacological activity in the final API
  • Excellent solubility in polar organic solvents like methanol, facilitating reaction homogeneity
  • Robust thermal stability (melting point ~132°C) suitable for multi-step synthetic processes
  • Low levels of genotoxic impurities and residual solvents, compliant with ICH Q3 guidelines

Manufactured under strict GMP-aligned quality systems, our product meets global regulatory standards for use in commercial drug substance production. Packaging is provided in 25 kg fiber drums with double-layer polyethylene liners, ensuring integrity during international shipping.

Storage & Handling

Store in a cool, dry, and well-closed container away from direct sunlight, moisture, and heat sources. Recommended storage temperature: 2–8°C for long-term stability. Shelf life: 24 months when stored as directed.