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63401-04-7

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63401-04-7 Usage

Description

α,α-Diphenyl-2-pyrrolidineMethanol, with the molecular formula C18H19NO, is a colorless to pale yellow liquid chemical compound. It is insoluble in water but readily soluble in organic solvents. This versatile compound is recognized for its potential in various fields, including chemical synthesis, pharmaceutical applications, and as a chiral auxiliary in asymmetric synthesis.

Uses

Used in Chemical Synthesis:
α,α-Diphenyl-2-pyrrolidineMethanol is utilized as a reagent in chemical synthesis, playing a crucial role in the formation of other organic compounds due to its unique structural properties.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, α,α-Diphenyl-2-pyrrolidineMethanol is employed as a precursor to various organic compounds, contributing to drug design and development. Its potential in this field is attributed to its ability to be a part of pharmacologically active substances.
Used as a Chiral Auxiliary in Asymmetric Synthesis:
α,α-Diphenyl-2-pyrrolidineMethanol is used as a chiral auxiliary in asymmetric synthesis, which is vital for the production of enantiomerically pure compounds, essential in many pharmaceutical and chemical applications.
Used in the Preparation of Pharmacologically Active Substances:
As a building block, α,α-Diphenyl-2-pyrrolidineMethanol is instrumental in the preparation of various pharmacologically active substances, highlighting its importance in creating new and effective medications.

Check Digit Verification of cas no

The CAS Registry Mumber 63401-04-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,3,4,0 and 1 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 63401-04:
(7*6)+(6*3)+(5*4)+(4*0)+(3*1)+(2*0)+(1*4)=87
87 % 10 = 7
So 63401-04-7 is a valid CAS Registry Number.

63401-04-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-(-)-α,α-diphenyl-2-pyrrolidinemethanol

1.2 Other means of identification

Product number -
Other names (S)-α,α-diphenylprolinol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:63401-04-7 SDS

63401-04-7Relevant articles and documents

London Dispersion Interactions Rather than Steric Hindrance Determine the Enantioselectivity of the Corey–Bakshi–Shibata Reduction

Eschmann, Christian,Song, Lijuan,Schreiner, Peter R.

supporting information, p. 4823 - 4832 (2021/02/01)

The well-known Corey–Bakshi–Shibata (CBS) reduction is a powerful method for the asymmetric synthesis of alcohols from prochiral ketones, often featuring high yields and excellent selectivities. While steric repulsion has been regarded as the key director of the observed high enantioselectivity for many years, we show that London dispersion (LD) interactions are at least as important for enantiodiscrimination. We exemplify this through a combination of detailed computational and experimental studies for a series of modified CBS catalysts equipped with dispersion energy donors (DEDs) in the catalysts and the substrates. Our results demonstrate that attractive LD interactions between the catalyst and the substrate, rather than steric repulsion, determine the selectivity. As a key outcome of our study, we were able to improve the catalyst design for some challenging CBS reductions.

Basicities and Nucleophilicities of Pyrrolidines and Imidazolidinones Used as Organocatalysts

An, Feng,Maji, Biplab,Min, Elizabeth,Ofial, Armin R.,Mayr, Herbert

supporting information, p. 1526 - 1547 (2020/02/04)

The Br?nsted basicities pKaH (i.e., pKa of the conjugate acids) of 32 pyrrolidines and imidazolidinones, commonly used in organocatalytic reactions, have been determined photometrically in acetonitrile solution using CH acids as indicators. Most investigated pyrrolidines have basicities in the range 16 aH aH aH 12.6) and the 2-imidazoliummethyl-substituted pyrrolidine A21 (pKaH 11.1) are outside the typical range for pyrrolidines with basicities comparable to those of imidazolidinones. Kinetics of the reactions of these 32 organocatalysts with benzhydrylium ions (Ar2CH+) and structurally related quinone methides, common reference electrophiles for quantifying nucleophilic reactivities, have been measured photometrically. Most reactions followed second-order kinetics, first order in amine and first order in electrophile. More complex kinetics were observed for the reactions of imidazolidinones and several pyrrolidines carrying bulky 2-substituents, due to reversibility of the initial attack of the amines at the electrophiles followed by rate-determining deprotonation of the intermediate ammonium ions. In the presence of 2,4,6-collidine or 2,6-di-tert-butyl-4-methyl-pyridine, the deprotonation of the initial adducts became faster, which allowed the rate of the attack of the amines at the electrophiles to be determined. The resulting second-order rate constants k2 followed the correlation log?k2(20 °C) = sN(N + E), where electrophiles are characterized by one parameter (E) and nucleophiles are characterized by the two solvent-dependent parameters N and sN. In this way, the organocatalysts A1-A32 were integrated in our comprehensive nucleophilicity scale, which compares n-, -, and σ-nucleophiles. The nucleophilic reactivities of the title compounds correlate only poorly with their Br?nsted basicities.

Isosteric expansion of the structural diversity of chiral ligands: Design and application of proline-based N,N′-dioxide ligands for copper-catalyzed enantioselective Henry reactions

Gao, En,Li, Meng,Duan, Lili,Li, Lin,Li, Yue-Ming

, (2019/08/16)

Chiral N,N′-dioxide catalysts were designed based on isosteric approach. Using L-Proline as the starting material, a variety of chiral N,N′-dioxide ligands were obtained via conventional functional group transformations and were utilized in asymmetric Henry reactions between nitromethane and aromatic aldehydes. Using the N,N′-dioxide-copper(II) complexes as the catalysts, asymmetric Henry reaction produced the corresponding β-nitroalcohols in up to 66% yields and up to 83% ee's under mild conditions. The reactions were easy to carry out, and special care such as air or moisture-free conditions was not required.

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