Description

(S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol is a highly versatile chiral auxiliary and ligand widely used in asymmetric synthesis. With the molecular formula C₁₇H₁₉NO and CAS number 112068-01-6, this compound is a white to off-white crystalline powder that exhibits excellent enantioselectivity in organic transformations. It is particularly valued in pharmaceutical research, catalysis, and fine chemical synthesis due to its ability to induce stereocontrol in reactions such as aldol condensations, alkylations, and Diels-Alder cycloadditions. The product is supplied with a purity of ≥99% (HPLC) and is rigorously tested for consistency, ensuring optimal performance in demanding laboratory and industrial applications. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 112068-01-6
• Complexity: 261
• IUPAC Name: diphenyl-[(2S)-pyrrolidin-2-yl]methanol
• InChI: InChI=1S/C17H19NO/c19-17(16-12-7-13-18-16,14-8-3-1-4-9-14)15-10-5-2-6-11-15/h1-6,8-11,16,18-19H,7,12-13H2/t16-/m0/s1
• InChI Key: OGCGXUGBDJGFFY-INIZCTEOSA-N
• Exact Mass: 253.146664230
• Molecular Formula: C17H19NO
• Molecular Weight: 253.34
• SMILES: C1C[C@H](NC1)C(C2=CC=CC=C2)(C3=CC=CC=C3)O
• Topological: 32.3
• Monoisotopic Mass: 253.146664230
• Synonyms: 112068-01-6, (S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, alpha,alpha-Diphenyl-L-prolinol, K3HE3KC32M, (S)-alpha,alpha-Diphenylprolinol, (-)-alpha,alpha-Diphenylprolinol, (s)-alpha,alpha-diphenylpyrrolidinemethanol, (-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, (2S)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, 2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (2S)-, 2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (S)-, .ALPHA.,.ALPHA.-DIPHENYL-L-PROLINOL, (S)-.ALPHA.,.ALPHA.-DIPHENYLPROLINOL, (-)-.ALPHA.,.ALPHA.-DIPHENYLPROLINOL, (S)-.ALPHA.,.ALPHA.-DIPHENYLPYRROLIDINEMETHANOL, (-)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL, (2S)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL, 2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (2S)-, 2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (S)-, 601-153-1, (S)-Diphenyl(pyrrolidin-2-yl)methanol, (S)-(-)-2-(Diphenylhydroxymethyl)pyrrolidine, (S)-1,1-Diphenylprolinol, diphenyl-[(2S)-pyrrolidin-2-yl]methanol, MFCD00075506, (S)-alpha,alpha-diphenyl-2-pyrrolidinemethanol, UNII-K3HE3KC32M, (R)-(+)-alpha,alpha-Diphenylprolinol, ((2S)pyrrolidin-2-yl)diphenylmethan-1-ol, S-(-)-1,1-Diphenylprolinol, Diphenyl(2-pyrrolidinyl)methanol #, (S)-(-)-Diphenyl-2-pyrrolidinemethanol, (S)-(-)-alpha,alpha-diphenyl-2-pyrrolidine methanol, (S)-(-)-alpha,alpha-Diphenylprolinol, S-(-)-Diphenylprolinol, A,A-Diphenyl-L-prolinol, (S)-(-)-|A,|A-Diphenyl-2-pyrrolidinemethanol, SCHEMBL239738, SCHEMBL9460860, DTXSID50369275, CS-D1383, FD1262, SBB006749, (R)-(+) alpha,alpha-diphenylprolinol, AKOS005144224, AKOS005259761, AC-6129, AC-6131, FD50586, diphenyl[(2S)-pyrrolidin-2-yl]methanol, AS-12468, BP-11493, ST093586, DB-362374, D2735, S)-(-)-A,A-Diphenyl-2-pyrrolidinemethanol, (S)-alpha,alpha-diphenyl-2-pyrrolidine methanol, (S)-(-)- alpha , alpha -Diphenyl-2-pyrrolidinemethanol, (S)-(-)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, 99%

This compound is widely employed as a chiral ligand in asymmetric catalysis, enhancing enantioselectivity in C-C bond-forming reactions. It serves as a key intermediate in the synthesis of bioactive molecules and pharmaceuticals. Researchers also utilize it in organocatalysis for enantioselective alkylation and reduction processes. Its robust stereochemical control makes it indispensable in academic and industrial R&D.

Safety and Hazards

GHS Hazard Statements

• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H335 (95.7%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• STOT SE 3 (95.7%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.