(R)-(-)-Epichlorohydrin

(R)-(-)-Epichlorohydrin丨CAS 51594-55-9 is the optically active (R)-enantiomer of epichlorohydrin, an important chiral building block in organic synthesis. Its reactive epoxide and chloromethyl groups make it highly versatile for introducing chirality into molecules used in pharmaceuticals, fine chemicals, and polymers.

This compound is especially valuable in asymmetric synthesis and the production of chiral ligands, epoxide ring-opening reactions, and enantiomerically pure intermediates for active pharmaceutical ingredients (APIs).

1. Pharmaceutical Synthesis

Serves as a chiral synthon for preparing enantiomerically pure pharmaceutical intermediates.

Used in the synthesis of beta-blockers, antiviral drugs, nucleoside analogs, and chiral auxiliaries.

Enables introduction of chirality through nucleophilic ring opening of the epoxide or substitution at the chloromethyl group.

2. Chiral Ligands and Catalysts

Precursor for chiral ligands used in asymmetric catalysis, including:

Chiral salen and salan ligands

BINAP-derived systems

Important in the design of enantioselective catalysts for hydrogenation, epoxidation, and Diels-Alder reactions.

3. Synthesis of Polymers and Resins

Participates in the formation of epoxy resins and polyether compounds with defined chirality.

Utilized in the manufacture of chiral stationary phases (CSPs) for high-performance liquid chromatography (HPLC) and gas chromatography (GC).

4. Agrochemical Intermediates

Used in the synthesis of chiral agrochemicals where enantiomeric purity impacts biological activity and regulatory approval.

1. High Reactivity and Versatility

The molecule contains both an epoxide ring and a leaving group (Cl), allowing a wide range of nucleophilic substitution and ring-opening reactions.

Enables regioselective and stereospecific modifications.

2. Enantiomeric Purity

(R)-(-)-Epichlorohydrin丨CAS 51594-55-9 offers precise control of stereochemistry in the target molecule, improving drug efficacy and reducing side effects in pharmaceuticals.

Supports synthesis of enantiomerically enriched or pure APIs compliant with regulatory standards (e.g., FDA, EMA).

3. Chiral Building Block

Essential in modern chiral chemistry, supporting the trend toward green and efficient asymmetric synthesis.

Facilitates downstream processes that avoid the need for resolution of racemic mixtures.

4. Compatible with Mild Reaction Conditions

Reactions involving (R)-(-)-epichlorohydrin typically proceed under mild conditions, offering high yields with good enantioselectivity.

Useful in both solution-phase and solid-phase synthesis strategies.

(R)-(-)-Epichlorohydrin丨CAS 51594-55-9 is a valuable chiral epoxide and chemical intermediate widely used in asymmetric synthesis, drug development, and specialty polymer chemistry. Its bifunctional structure and optical purity enable diverse and precise applications in modern synthetic organic chemistry. As regulatory and therapeutic focus on enantiomeric purity continues to grow, (R)-(-)-epichlorohydrin remains a cornerstone in the toolbox of chiral molecule design.

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