CAS 22348-32-9

(R)-α,α-Diphenylprolinol

Description:

(R)-α,α-Diphenylprolinol is a chiral organic compound that belongs to the class of proline derivatives. It is characterized by its two phenyl groups attached to the α-carbon of the proline structure, which contributes to its unique stereochemistry and potential applications in asymmetric synthesis. This compound is typically a white to off-white solid and is soluble in organic solvents such as ethanol and dichloromethane, but has limited solubility in water. Its chiral nature makes it valuable as a ligand in various catalytic processes, particularly in enantioselective reactions. The presence of the proline backbone allows it to participate in hydrogen bonding and other interactions, enhancing its reactivity and selectivity in chemical transformations. Additionally, (R)-α,α-Diphenylprolinol has been studied for its role in the development of pharmaceuticals and agrochemicals, showcasing its importance in both academic and industrial chemistry. Safety data should be consulted for handling and storage, as with all chemical substances.

Formula: C₁₇H₁₉NO

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: [C@](O)([C@H]1CCCN1)(C2=CC=CC=C2)C3=CC=CC=C3

Synonyms:

• (+)-2-(Diphenylhydroxymethyl)pyrrolidine
• (+)-α,α-Diphenyl-2-pyrrolidinemethanol
• (2R)-2-[hydroxy(diphenyl)methyl]pyrrolidinium
• (2R)-α,α-Diphenyl-2-pyrrolidinemethanol
• (R)-(+)- α,α-2-pyrrolidinemethanol
• (R)-(+)-2-(Diphenylhydroxymethyl)pyrrolidine
• (R)-(+)-Alpha,Alpha-Diphenyl-2-Pyrrolidinemethanol
• (R)-(+)-Diphenyl-2-pyrrolidinemethanol
• (R)-2-(diphenylhydroxymethylpyrrolidine)
• (R)-Diphenyl(pyrrolidin-2-yl)methanol
• (R)-Diphenyl-2-pyrrolidinylmethanol
• (R)-α,α-Diphenyl-2-pyrrolidinemethanol
• (R)-α,α-Diphenylprolinol
• 2,2-diphenyl-(2R)-2-pyrrolidinemethanol
• 2-Pyrrolidinemethanol, α,α-diphenyl-, (2R)-
• 2-Pyrrolidinemethanol, α,α-diphenyl-, (R)-
• R-(+)alpha,alpha-diphenylprolinol
• R-Dpp
• alpha,alpha-Diphenyl-D-prolinol
• diphenyl[(2R)-pyrrolidin-2-yl]methanol
• α,α-Diphenyl-<span class="text-smallcaps">D</span>-prolinol

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

CAS: 22348-32-9

Formula: C₁₇H₁₉NO

Purity: >98.0%(GC)(T)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 253.35

Ref: 3B-D2365

(R)-1,1-Diphenylprolinol

CAS: 22348-32-9

Formula: C₁₇H₁₉NO

Purity: 98%

Color and Shape: Solid

Molecular weight: 253.3389

Ref: IN-DA003C50

(R)-Diphenyl(pyrrolidin-2-yl)methanol

CAS: 22348-32-9

(R)-Diphenyl(pyrrolidin-2-yl)methanol

Purity: 98%

Molecular weight: 253.34g/mol

Ref: 54-OR80131

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

Controlled Product

CAS: 22348-32-9

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);

Formula: C₁₇H₁₉NO

Color and Shape: Neat

Molecular weight: 253.34

Ref: TR-D487380

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

Controlled Product

CAS: 22348-32-9

(R)-(+)-Diphenyl-2-pyrrolidinemethanol is a chiral reagent that is used to catalyze the hydrogenolysis of esters and amides. This reaction yields a mixture of the corresponding alcohol and acid. The reagent can also be used to deprotonate azides, yielding diphenylprolinol. The product can then be hydrolyzed with an alkaline solution to form a methyl ester or an ester hydrochloride. This process is useful for the preparation of chiral alcohols and amines.

Formula: C₁₇H₁₉NO

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 253.34 g/mol

Ref: 3D-FD50554

R-(+)-Diphenylprolinol

CAS: 22348-32-9

Purity: 98.0%

Color and Shape: Solid, Off-white crystalline solid

Molecular weight: 253.34500122070312

Ref: 10-F037822