Description

(R)-2-Pyrrolidinemethanol, alpha,alpha-diphenyl- (CAS No. 22348-32-9) is a high-purity chiral auxiliary and organocatalyst widely used in asymmetric synthesis. This compound, with the molecular formula C₁₇H₁₉NO, features a stereogenic center at the 2-position of the pyrrolidine ring, making it invaluable for enantioselective transformations. Its diphenylhydroxymethyl moiety enhances steric and electronic control in catalytic reactions, particularly in aldol additions, Michael reactions, and nucleophilic substitutions. The product is supplied as a white to off-white crystalline solid with ≥98% purity (HPLC), ensuring optimal performance in research and industrial applications. Store under inert conditions at 2-8°C to maintain stability.

Properties

• CAS Number: 22348-32-9
• Complexity: 261
• IUPAC Name: diphenyl-[(2R)-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-/m1/s1
• InChI Key: OGCGXUGBDJGFFY-MRXNPFEDSA-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: 22348-32-9, (R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, (R)-Diphenyl-2-pyrrolidinylmethanol, D56JS74WW2, DTXSID60944996, (r)-2-(diphenylhydroxymethylpyrrolidine), (R)-.ALPHA.,.ALPHA.-DIPHENYLPROLINOL, (+)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL, (2R)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL, (R)-(+)-.ALPHA.,.ALPHA.-DIPHENYL-2-PYRROLIDINEMETHANOL, 2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (2R)-, 2-PYRROLIDINEMETHANOL, .ALPHA.,.ALPHA.-DIPHENYL-, (R)-, DTXCID301478077, (R)-ALPHA,ALPHA-DIPHENYLPROLINOL, (2r)-alpha,alpha-diphenyl-2-pyrrolidinemethanol, 2-Pyrrolidinemethanol, alpha,alpha-diphenyl-, (R)-, (+)-ALPHA,ALPHA-DIPHENYL-2-PYRROLIDINEMETHANOL, 2-PYRROLIDINEMETHANOL, ALPHA,ALPHA-DIPHENYL-, (2R)-, (R)-diphenyl(pyrrolidin-2-yl)methanol, diphenyl-[(2R)-pyrrolidin-2-yl]methanol, (R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine, (R)-1,1-Diphenylprolinol, alpha,alpha-Diphenyl-D-prolinol, (R)-alpha,alpha-diphenyl-2-pyrrolidinemethanol, (R)-(+)-Diphenyl-2-pyrrolidinemethanol, MFCD00077754, (R)-(+)-alpha,alpha-Diphenylprolinol, (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol, R-(+)-Diphenylprolinol, Diphenyl(2-pyrrolidinyl)methanol #, (R)-Alpha-(2-pyrrolidinyl)benzhydryl alcohol, SCHEMBL100360, CHEBI:190942, BCP27510, FD1265, AKOS005259760, CS-W007880, FD50554, (r)-2-(hydroxydiphenylmethyl)pyrrolidine, (R)-2-(Diphenylhydroxymethyl)pyrrolidine, AS-12467, BP-12954, .ALPHA.,.ALPHA.-DIPHENYL-D-PROLINOL, D2365, (R)-(+)-alpha, alpha-Diphenyl-2-pyrrolidinemethanol, (R)-(+)-I+/-,I+/–Diphenyl-2-pyrrolidinemethanol, (S)-(a^’)-I+/-,I+/–Diphenyl-2-pyrrolidinemethanol, (R)-(+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, 98%, (R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine;(R)-Diphenylprolinol

This compound serves as a versatile chiral ligand and catalyst in asymmetric organic synthesis, enabling high enantioselectivity in C-C bond-forming reactions. It is particularly effective in enantioselective alkylations and acylations due to its rigid pyrrolidine backbone. Researchers also employ it as a resolving agent for racemic mixtures and as a precursor for advanced pharmaceutical intermediates.

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