(R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol

CAS: 22348-32-9

Ref. TR-D487380

Product Information

• Name: (R)-(+)-a,a-Diphenyl-2-pyrrolidinemethanol
• Synonyms: (2R)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, (+)-2-(Diphenylhydroxymethyl)pyrrolidine, (+)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, (R)-2-(diphenylhydroxymethylpyrrolidine), (R)-Diphenyl-2-pyrrolidinylmethanol, (R)-alpha,alpha-Diphenyl-2-pyrrolidinemethanol, (R)-alpha,alpha-Diphenylprolinol, alpha,alpha-Diphenyl-D-prolinol
• Brand: TRC

Description

Applications (R)-(+)-α,α-Diphenyl-2-pyrrolidinemethanol is proven to have amphetamine-like effects and is being used for recreational drug use. It is one of a new class of synthetic stimulants known as pipradol derivatives. It inibits neurite growth in PC12 cells which contributes to its neurotoxic effects. It is used as a reagent in the synthesis of (S)-duloxetine which is an antidepressant drug. It is used to prepare chiral Corey-Bakshi-Shibata catalyst which is used in organic synthesis.
References Coppola, M., et al.: Toxicol. Lett., 212, 57 (2012); Lee, S., et al.: B. Kor. Chem. Soc., 35, 1894 (2014); Kaizaki, A., J. Toxicol. Sci., 35, 375 (2010); Corey, E., et al.: J. Am Chem. Soc., 109, 5551 (1987);

Chemical properties

• Molecular weight: 253.34
• Formula: C₁₇H₁₉NO
• Color/Form: Neat
• 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: InChIKey=OGCGXUGBDJGFFY-MRXNPFEDSA-N
• SMILES: OC(c1ccccc1)(c1ccccc1)[C@H]1CCCN1