Description

(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate is a high-purity chiral sulfinate ester, widely recognized as a versatile chiral auxiliary and building block in asymmetric synthesis. Its primary value lies in enabling the stereoselective synthesis of enantiomerically pure sulfoxides, which are critical intermediates in pharmaceutical and agrochemical research. This compound is essential for chemists and manufacturers in the pharmaceutical, fine chemical, and advanced material sectors who require precise control over molecular chirality.

Application

• Chiral Auxiliary in Asymmetric Synthesis: Used to induce chirality in the synthesis of enantiomerically pure sulfoxides and other sulfur-containing compounds.
• Pharmaceutical Intermediate: A key building block for the research and development of active pharmaceutical ingredients (APIs) with specific stereochemical requirements.
• Catalyst and Ligand Precursor: Serves as a precursor for chiral catalysts and ligands used in transition metal-catalyzed reactions.
• Fine Chemical Synthesis: Employed in the multistep synthesis of complex, high-value specialty chemicals and flavors & fragrances.
• Academic and R&D Laboratories: A standard reagent for methodological development in organic and medicinal chemistry research.

Basic Information

Product Name	(1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate
CAS No.	1517-82-4
Molecular Formula	C₁₇H₂₆O₂S
Molecular Weight	294.45 g/mol
Synonyms	(-)-Menthyl (S)-p-Toluenesulfinate; (S)-(-)-Menthyl p-Toluenesulfinate; L-Menthyl (S)-p-Toluenesulfinate; (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl (S)-4-methylbenzenesulfinate; (S)-p-Toluenesulfinic Acid (-)-Menthyl Ester; Chiral Menthyl Tosylate; Menthol p-Toluenesulfinate
EINECS	Contact for details

Quality Control

We maintain stringent quality control protocols for our chiral chemicals. Each batch of (1R,2S,5R)-(-)-Menthyl (S)-p-Toluenesulfinate is characterized by advanced analytical techniques including HPLC, GC, and NMR to ensure high chemical and enantiomeric purity. A comprehensive Certificate of Analysis (COA) detailing identity, purity, and specific rotation is provided with every shipment to guarantee batch-to-batch consistency and support your regulatory requirements.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry, and well-ventilated area at a controlled room temperature (15-25°C). This material is light-sensitive and should be handled under an inert atmosphere when appropriate to maintain stability.

Specification

Item	Specification
Appearance	White to off-white crystalline solid
Identification (IR)	Conforms to structure
Purity (HPLC)	≥ 98.0%
Enantiomeric Excess (ee)	≥ 99.0%
Specific Rotation [α]₂₀D	-150° to -158° (c=1 in CHCl₃)
Melting Point	86°C - 90°C

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.