Description

(S)-Pyrrolidin-2-yldi-p-tolylmethanol (CAS No. 131180-52-4) is a high-purity chiral compound with the molecular formula C₁₉H₂₃NO. This optically active secondary alcohol features a pyrrolidine ring substituted with di-p-tolylmethanol, making it a valuable intermediate in asymmetric synthesis and pharmaceutical research. With an IUPAC name of bis(4-methylphenyl)-[(2S)-pyrrolidin-2-yl]methanol, this compound is supplied as a white to off-white crystalline powder with guaranteed ≥95% purity by HPLC. The (S)-enantiomeric form is particularly useful for stereoselective reactions and chiral catalyst development. Store under inert atmosphere at 2-8°C to maintain stability. Available in research quantities from 100mg to 10g with custom synthesis options.

Properties

• CAS Number: 131180-52-4
• Complexity: 304
• IUPAC Name: bis-p-tolyl-[(2S)-pyrrolidin-2-yl]methanol
• InChI: InChI=1S/C19H23NO/c1-14-5-9-16(10-6-14)19(21,18-4-3-13-20-18)17-11-7-15(2)8-12-17/h5-12,18,20-21H,3-4,13H2,1-2H3/t18-/m0/s1
• InChI Key: FFFPARXSSPKJIS-SFHVURJKSA-N
• Exact Mass: 281.177964357
• Molecular Formula: C19H23NO
• Molecular Weight: 281.4
• SMILES: CC1=CC=C(C=C1)C([C@@H]2CCCN2)(C3=CC=C(C=C3)C)O
• Topological: 32.3
• Monoisotopic Mass: 281.177964357
• Synonyms: 131180-52-4, (S)-Pyrrolidin-2-yldi-p-tolylmethanol, (S)-alpha,alpha-Bis(4-methylphenyl)-2-pyrrolidinemethanol, 2-Pyrrolidinemethanol, alpha,alpha-bis(4-methylphenyl)-, (2S)-, Bis(4-methylphenyl)-[(2S)-pyrrolidin-2-yl]methanol, bis(4-methylphenyl)[(2S)-pyrrolidin-2-yl]methanol, SCHEMBL9230937, DTXSID401226695, GFA18052, AKOS015912300, AS-69745, CS-0085697, D74603, 2-Pyrrolidinemethanol,a,a-bis(4-methylphenyl)-,(2S)-, 2-Pyrrolidinemethanol, ?,?-bis(4-methylphenyl)-, (2S)-, (2S)-I+/-,I+/–Bis(4-methylphenyl)-2-pyrrolidinemethanol

Application

This chiral building block is widely used in asymmetric synthesis of biologically active compounds, particularly in pharmaceutical research for CNS-targeting molecules. The compound serves as a key intermediate in the preparation of chiral ligands for transition metal catalysts. Researchers utilize its stereocenter for constructing complex molecular architectures with defined chirality. Its structural features make it valuable for developing dopamine receptor modulators and other neuroactive compounds.

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