(S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol
(S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol (CAS 127986-84-9) is a chiral auxiliary with the molecular formula C25H23NO and a molecular weight of 353.46 g/mol. Supplied at a minimum assay of 99%, this compound is primarily utilised in asymmetric synthesis. Its key application involves the preparation of oxazaborolidine reagents, which are instrumental in achieving enantioselective reductions, a critical process in the synthesis of chiral molecules.
- Synonyms
- C25H23NO

Chiral Auxiliary in Asymmetric Synthesis
This compound serves as a precursor for oxazaborolidine reagents. These reagents are highly effective in catalysing enantioselective reductions, enabling the synthesis of chiral compounds with high stereochemical control.
Reagent for Enantioselective Reductions
The oxazaborolidine derived from (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol facilitates stereoselective reduction reactions. This is crucial for producing single enantiomers of target molecules, particularly in pharmaceutical development.
Proline-Based Organocatalysis
As a proline-derived compound, it falls within the scope of organocatalysis. It can be employed in the development of new catalytic systems for stereoselective transformations, contributing to green chemistry initiatives.
| Molecular weight | 353.46 |
|---|---|
| Empirical formula | C25H23NO |
| Assay | 99% |
| Optical activity | [α]20/D −101°, c = 0.7 in methanol |
| Application | The oxazaborolidine prepared from this compound has been used as a reagent for enantioselective reductions.1,2 |
| Melting point | 135-138 °C(lit.) |

Hazard statements
- H302Harmful if swallowed
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
- H413May cause long-lasting harmful effects to aquatic life
Precautionary statements
- P261Avoid breathing dust, fume, gas or vapours
- P305IF IN EYES
| Protective equipment | dust mask type N95 (US), Eyeshields, Gloves |
|---|---|
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | Xn |
| Risk statements (R) | 22-36/37/38 |
| Safety statements (S) | 26 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol used for?
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(S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol is used as a precursor for oxazaborolidine reagents, which are employed for enantioselective reductions in asymmetric synthesis.
What are the CAS number and molecular formula for (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol?
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The CAS number is 127986-84-9, and the molecular formula is C25H23NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol with a minimum assay of 99%. This product is supplied for research and chemical synthesis purposes and is not represented as USP, BP, EP, or pharmaceutical grade.
How should (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask (type N95 US recommended), eyeshields, and gloves. Avoid breathing dust and ensure adequate ventilation. This compound is classified as harmful if swallowed and causes skin and eye irritation.
Is (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol exported by Tech Serve Solutions?
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Yes, Tech Serve Solutions is a global supplier and exporter of fine chemicals, including (S)-(−)-α,α-Di(2-naphthyl)-2-pyrrolidinemethanol, for research and industrial applications worldwide.
How can I request a sample or quote for this chemical?
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To request a sample or a quotation, please contact our sales team through the website or by calling our dedicated line. Please specify the quantity required and your shipping destination.
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