137474-27-2

Usage

Uses

Used in Pharmaceutical Industry:
Pseudoephedrine is utilized as an active ingredient in over-the-counter cold and allergy medications for its ability to alleviate nasal congestion and sinus pressure. It achieves this by constricting the blood vessels in the nasal passages, thereby reducing swelling and congestion.
Used in Nasal Decongestant Formulations:
As a nasal decongestant, Pseudoephedrine is employed in various formulations to provide relief from nasal blockages caused by colds or allergies. Its targeted action on nasal blood vessels helps to clear the airways and improve breathing.
Regulated Substance:
Due to its potential for misuse in the illicit production of methamphetamine, Pseudoephedrine is regulated in many jurisdictions. This regulation aims to prevent its diversion for illegal purposes while still making it accessible as a safe and effective treatment for nasal congestion when used as directed.

Upstream product

• 100-52-7 benzaldehyde 
• 28987-79-3 m-tolylmagnesium bromide 
• 120309-23-1 1,2-diphenyl-1,2-di-m-tolyl-ethane-1,2-diol 
• 103-73-1 Phenetole 
• 109-72-8 n-butyllithium 
• 100-58-3 phenylmagnesium bromide 
• 620-23-5 m-tolyl aldehyde 
• 52056-23-2 2-hydroxy-1,2-diphenyl-2-m-tolyl-ethanone 
• 108-41-8 1-chloro-3-methylbenzene 
• 643-65-2 3-methyl benzophenone 
• 3262-89-3 triphenylboroxine 
• 79421-98-0 2,4,6-tris(m-tolyl)boroxine 
• 22071-15-4 ketoprofen 
• 66067-43-4 3-ethylbenzophenone 

Downstream Products

• 13391-36-1 3-methyl-benzhydryl chloride 
• 40413-42-1 m-Methylbenzhydryliodid 
• 60423-38-3 2-(Phenyl-m-tolyl-methyl)-indan-1,3-dione 
• 7732-18-5 water 
• 620-47-3 1-methyl-3-(phenylmethyl)-benzene 
• 643-65-2 3-methyl benzophenone 
• 167108-75-0 1-Methyl-4-(phenyl-m-tolyl-methoxy)-piperidine 
• 1426069-06-8 C₂₄H₂₀O 
• 1426069-07-9 C₂₄H₂₀O 
• 51339-27-6 (3-methylphenyl)phenylbromomethane 
• 109746-88-5 10-methyl-6-phenylphenanthridine 
• 17207-91-9 8-methyl-6-phenylphenanthridine 

Relevant academic research and scientific papers

Experimental and density functional theory studies on hydroxymethylation of phenylboronic acids with paraformaldehyde over a Rh-PPh3 catalyst

The synthesis of benzyl alcohols (BAs) is highly vital for their wide applications in organic synthesis and pharmaceuticals. Herein, BAs was efficiently synthesized via hydroxymethylation of phenylboronic acids (PBAs) and paraformaldehyde over a simple Rh-PPh3 catalyst combined with an inorganic base (NaOH). A variety of BAs with the groups of CH3?, CH3O?, Cl?, Br?, and so on were obtained with moderate to good yields, indicating that the protocol had a good universality. Density functional theory (DFT) calculations proposed the Hayashi-type arylation mechanism involved the arylation step of PBA and Rh(OH)(PPh3)2 catalyst to form Rh(I)-bound aryl intermediates and the hydrolysis step of Rh(I)-bound aryl intermediates and HCHO to generate BA product (the rate-determining step). The present route provides a valuable and direct method for the synthesis of BAs and expands the application range of paraformaldehyde.

Binaphthyl-prolinol chiral ligands: Design and their application in enantioselective arylation of aromatic aldehydes

Binaphthyl-prolinol ligands were designed and applied in enantioselective arylation of aromatic aldehydes and sequential arylation-lactonization of methyl 2-formylbenzoate. Under optimized conditions, the reactions provided the desired diarylmethanols and 3-aryl phthalides in up to 96% yields with up to 99% ee and up to 89% yields with up to 99% ee, respectively. In particular, essentially optically pure 3-aryl phthalides (over 99% ee) were obtained in large quantities through recrystallization. This journal is

Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes

Proline-based N,N′-dioxide ligands were designed on the basis of isosteric approach, and were successfully applied in enantioselective nucleophilic addition to aldehydes. In the presence of 10 mol% of chiral ligand 1b, enantioselective addition of diethylzinc to aldehydes provided the corresponding secondary alcohols in up to 90% isolated yield and up to 99% ee. Similarly, using 3e as chiral ligand, enantioselective arylation and alkynylation of aldehydes also proceeded readily, leading to the desired chiral alcohols in up to 92% isolated yield at 99% ee and 80% isolated yields and up to 84% ee, respectively. The current work would shed light on expanding the structure diversity in the design of chiral ligands and chiral catalysts.

Base-Promoted Aerobic Oxidation/Homolytic Aromatic Substitution Cascade toward the Synthesis of Phenanthridines

The current protocol represents a transition metal-free synthesis of polysubstituted phenanthridines from abundant starting materials like benzhydrol and 2-iodoaniline derivatives. The reaction involves sequential oxidation of alcohol and direct condensation reaction with the amine resulting in a C?N bond formation followed by a radical C?C coupling in a cascade sequence. The used base potassium tert-butoxide plays a dual role in dehydrogenation and homolytic aromatic substitution reaction. Using this methodology, twenty substituted phenanthridine derivatives were synthesized with up to 85% isolated yield. (Figure presented.).

Synthesis and biological evaluation of new N-substituted 4-(arylmethoxy)piperidines as dopamine transporter inhibitors

The library of new N-substituted 4-(arylmethoxy)piperidines as dopamine transporter inhibitors was designed and synthesized. H-Bond donors in piperidine ring were found to be important for reduced locomotor activity in mice. 4-[Bis(4-fluorophenyl)methoxy]piperidine has IC50 17.0 ± 1.0 nm for dopamine transporter and locomotor activity, which is lower than that for cocaine.

Substituent Position-Controlled Stereoselectivity in Enzymatic Reduction of Diaryl- and Aryl(heteroaryl)methanones

We report here the discovery of a novel ketoreductase (KRED), named KmCR2, with a broad substrate spectrum on bioreduction of sterically bulky diaryl- and aryl(heteroaryl)methanones. The position of the substituent on aromatic rings (meta versus para or ortho) was revealed to control the stereospecificity of KmCR2. The stereoselective preparation of both enantiomers of diaryl- or aryl(heteroaryl)methanols using strategically engineered substrates with a traceless directing group (bromo group) showcased the potential application of this substrate-controlled bioreduction reaction. The combined use of substrate engineering and protein engineering, was demonstrated to be a useful strategy in efficiently improving stereoselectivity or switching stereopreference of enzymatic processes. (Figure presented.).

Development of Chiral C2-Symmetric N-Heterocyclic Carbene Rh(I) Catalysts through Control of Their Steric Properties

Chiral square-planar Rh(I) complexes based on new C2-symmetric NHC ligands have been synthesized selectively in a few steps as single diastereoisomers. These chiral precatalysts were applied to the asymmetric transfer hydrogenation of 1-phenylp

4-Methyltetrahydropyran (4-MeTHP): Application as an Organic Reaction Solvent

4-Methyltetrahydropyran (4-MeTHP) is a hydrophobic cyclic ether with potential for industrial applications. We herein report, for the first time, a comprehensive study on the performance of 4-MeTHP as an organic reaction solvent. Its broad application to organic reactions includes radical, Grignard, Wittig, organometallic, halogen-metal exchange, reduction, oxidation, epoxidation, amidation, esterification, metathesis, and other miscellaneous organic reactions. This breadth suggests 4-MeTHP can serve as a substitute for conventional ethers and harmful halogenated solvents. However, 4-MeTHP was found incompatible with strong Lewis acids, and the C?O bond was readily cleaved by treatment with BBr3. Moreover, the radical-based degradation pathways of 4-MeTHP, THP and 2-MeTHF were elucidated on the basis of GC-MS analyses. The data reported herein is anticipated to be useful for a broad range of synthetic chemists, especially industrial process chemists, when selecting the reaction solvent with green chemistry perspectives.

I-Pr2NMgCl·LiCl Enables the Synthesis of Ketones by Direct Addition of Grignard Reagents to Carboxylate Anions

The direct preparation of ketones from carboxylate anions is greatly limited by the required use of organolithium reagents or activated acyl sources that need to be independently prepared. Herein, a specific magnesium amide additive is used to activate and control the addition of more tolerant Grignard reagents to carboxylate anions. This strategy enables the modular synthesis of ketones from CO2 and the preparation of isotopically labeled pharmaceutical building blocks in a single operation.

Nickel Catalyzed Intermolecular Carbonyl Addition of Aryl Halide

In this study, we develop a nickel-catalyzed carbonyl arylation reaction employing aldehydes with aryl and allyl halides. Various aryl, α,β-unsaturated aldehyde and aliphatic aldehydes can be converted into their corresponding secondary alcohols in moderate-to-high yields. In addition, we extended this approach to develop an asymmetric reductive coupling reaction that combines nickel salts with chiral bisoxazoline ligands to give secondary alcohols with moderate enantioselectivity.