148719-90-8

Basic information

• Product Name: α,α-Diphenyl-L-prolinol Hydrochloride
• Synonyms: (2S)-α,α-Diphenyl-2-pyrrolidineMethanol Hydrochloride;(S)-D2PM Hydrochloride;(S)-α,α-Diphenyl-2-pyrrolidineMethanol Hydrochloride;(S)-α,α-Diphenylprolinol Hydrochloride;α,α-Diphenyl-L-prolinol Hydrochloride;(S)-Diphenyl(pyrrolidin-2-yl)Methanol hydrochloride
• CAS NO: 148719-90-8
• Molecular Formula: C₁₇H₁₉NO*ClH
• Molecular Weight: 289.7998
• Product Categories: Pharmaceuticals;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Neurochemicals
• Mol File: 148719-90-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: α,α-Diphenyl-L-prolinol Hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: α,α-Diphenyl-L-prolinol Hydrochloride(148719-90-8)
• EPA Substance Registry System: α,α-Diphenyl-L-prolinol Hydrochloride(148719-90-8)

Safety Data

• Hazardous Substances Data: 148719-90-8(Hazardous Substances Data)

Usage

Uses

(S)-α,α-Diphenylprolinol is the (S)-enantiomer of Diphenylprolinol, a relatively mild norepinephrine-dopamine reuptake inhibitor. (S)-α,α-Diphenylprolinol is less pharmacologically active than its (R)-enatiomer.

Upstream product

• 59936-29-7 (S)-N-(tert-butoxycarbonyl)proline methyl ester 
• 137496-68-5 2-[hydroxy(diphenyl)methyl]pyrrolidine-1-carboxylic acid tert-butyl ester 

Downstream Products

• 313216-34-1 (2S,5S)-2-phenoxy-4,4-diphenyl-1-aza-3-oxa-2-phosphabicyclo[3.3.0]octan-2-one 

Relevant articles and documents

Chiral binaphthalene-aza-polycyclic ligand and preparation method thereof

The invention discloses a chiral binaphthalene aza-polycyclic ligand and a preparation method thereof. The ligand has the following structure. The preparation method comprises the following steps: (1)by taking 1, 1 '-binaphthalene 2, 2'-diphenol as a raw material, carrying out methyl protection, Tf2O protection, methylation, aromatic ring substitution and bromination reaction to obtain a 2-bromomethyl -2'-methoxy 1, 1'-binaphthalene derivative (compound V); (2) starting from aza-polycyclic carboxylic acids such as L -or D-proline, L -or D-2-piperidinecarboxylic acid, L- or D-acridine -acid and the like, carrying out derivatization to obtain various amino alcohols (compounds B); and (3) coupling the compound V and the compound B under an alkaline condition and a catalyst, and removing a protecting group to obtain the binaphthalene aza-polycyclic chiral ligand L. The ligand has central chirality and axial chirality at the same time, and can obtain higher reaction activity and enantioselectivity in asymmetric catalytic reaction. The ligands are simple to prepare, raw materials are easy to obtain, and the ligands have important significance for asymmetric synthesis.

Synthesis of Optically Active α,β-Unsaturated Triazolyl Alcohols via Chiral Auxiliary-Modified NaBH4 Reduction of the Corresponding Ketones

α-Disubstituted pyrrolidine-2-methanols were synthesized starting from L-proline and their application as chiral auxiliary in the asymmetric NaBH4 reduction of α,β-unsaturated triazolyl ketones was investigated. The corresponding α,β-unsaturated triazolyl alcohol derivatives (Uniconazole and Diniconazole) were obtained in good chemical yields with high ee values (up to 93%).