(S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol
(S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol (CAS: 112068-01-6), a white to off-white solid with a molecular weight of 253.34 g/mol, is a valuable chiral pyrrolidine derivative. It is primarily utilised in asymmetric synthesis, serving as a precursor for oxazaborolidines. These intermediates are crucial for the enantioselective reduction of ketones using borane reagents, enabling the synthesis of chiral alcohols with high stereoselectivity. Its optical activity is [α]20/D −67°.
- IUPAC
- (S)-(−)-2-(Diphenylhydroxymethyl)pyrrolidine,α,α-Diphenyl-L-prolinol
- Synonyms
- (S)-(−)-2-(Diphenylhydroxymethyl)pyrrolidineα,α-Diphenyl-L-prolinol
Asymmetric Reduction of Ketones
This compound is employed to synthesise oxazaborolidine catalysts. These catalysts facilitate the stereoselective reduction of ketones to chiral alcohols using borane.
Chiral Synthesis
As a proline-derived chiral auxiliary, it plays a role in enantioselective transformations, contributing to the synthesis of stereochemically pure compounds.
Ligand Precursor
It can serve as a building block for more complex chiral ligands used in transition metal-catalysed asymmetric reactions.
| Molecular weight | 253.34 |
|---|---|
| Empirical formula | C17H19NO |
| Assay | 99% |
| Optical activity | [α]20/D −67°, c = 3 in chloroform |
| Application | Used to prepare the corresponding oxazaborolidines for the borane-mediated asymmetric reduction of ketones.1 |
| Melting point | 77-80 °C(lit.) |
Hazard statements
- H315Causes skin irritation
- H319Causes serious eye irritation
- H335May cause respiratory irritation
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) | Xi |
| Risk statements (R) | 36/37/38 |
| Safety statements (S) | 26-37/39 |
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-Diphenyl-2-pyrrolidinemethanol used for?
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This compound is used to prepare oxazaborolidines for the borane-mediated asymmetric reduction of ketones, contributing to chiral synthesis.
What are the CAS number and molecular formula?
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The CAS number is 112068-01-6 and the empirical formula is C17H19NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol with a minimum assay of 99%. We do not represent this product as USP, BP, EP, or pharmacopoeia grade.
How should (S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask (N95 US type), eyeshields, and gloves. It is classified as causing skin irritation (H315), serious eye irritation (H319), and respiratory irritation (H335). Ensure adequate ventilation.
How is this chemical packed, shipped, and exported?
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Tech Serve Solutions packs and ships fine chemicals in compliance with international regulations. We are experienced global exporters.
How can I request a sample or quote for (S)-(−)-α,α-Diphenyl-2-pyrrolidinemethanol?
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Please contact our sales department via the website or email to request a sample or a quotation for this product.
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