α,α-Diphenyl-N-methyl-D-prolinol
α,α-Diphenyl-N-methyl-D-prolinol (CAS: 144119-12-0) is a chiral organocatalyst with a molecular formula of C18H21NO and a molecular weight of 267.37 g/mol. This proline-derived compound is recognised for its utility in asymmetric synthesis, serving as a valuable reagent in stereoselective chemical transformations. Its specific structure facilitates enantioselective reactions, making it a key component in the synthesis of complex chiral molecules.
- IUPAC
- (R)-α,α-Diphenyl-N-methyl-2-pyrrolidinemethanol
- Synonyms
- C18H21NO(R)-α,α-Diphenyl-N-methyl-2-pyrrolidinemethanol

Asymmetric Synthesis
Utilised as a chiral catalyst or auxiliary to induce stereoselectivity in chemical reactions. It plays a crucial role in the enantioselective formation of carbon-carbon and carbon-heteroatom bonds.
Organocatalysis
As a proline-based organocatalyst, it enables metal-free catalytic processes. This is particularly relevant in pharmaceutical and fine chemical synthesis where metal contamination is a concern.
Ligand for Metal Catalysis
Can function as a chiral ligand in transition metal-catalyzed reactions, influencing the stereochemical outcome of transformations like asymmetric hydrogenation or coupling reactions.
Research and Development
Employed in academic and industrial research settings for the development of novel synthetic methodologies and the preparation of chiral intermediates.
| Molecular weight | 267.37 |
|---|---|
| Empirical formula | C18H21NO |
| Assay | ≥99% (sum of enantiomers, GC) |
| Optical activity | [α]20/D −55.0±4.0°, c = 1% in chloroform stab. with amylenes |
| Melting point | 68-71 °C |

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) | 26-36 |
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 α,α-Diphenyl-N-methyl-D-prolinol used for?
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It is primarily used in asymmetric synthesis and organocatalysis to achieve enantioselective transformations in chemical reactions.
What are the CAS number and formula for α,α-Diphenyl-N-methyl-D-prolinol?
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The CAS number is 144119-12-0, and the empirical formula is C18H21NO.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies α,α-Diphenyl-N-methyl-D-prolinol with an assay of ≥99% (sum of enantiomers, GC). We do not represent this product as USP, BP, or EP grade.
How should α,α-Diphenyl-N-methyl-D-prolinol be handled safely?
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Handle with appropriate personal protective equipment, including a dust mask type N95 (US), eyeshields, and gloves. Avoid breathing dust. Ensure adequate ventilation. This compound is classified with GHS07 symbol and a Warning signal word, with hazard statements H315, H319, and H335.
Is this chemical a controlled substance?
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The provided data does not indicate that α,α-Diphenyl-N-methyl-D-prolinol is a controlled substance.
How is this chemical packed and shipped?
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Tech Serve Solutions, as a global supplier and exporter, ensures appropriate packaging and shipping procedures compliant with international regulations for chemical transport.
How can I request a sample or quote?
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Please contact our sales department via the website or direct email to request a sample or a formal quotation for α,α-Diphenyl-N-methyl-D-prolinol.
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