159345-06-9

Basic information

• Product Name: (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR
• Synonyms: (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR
• CAS NO: 159345-06-9
• Molecular Formula: C₂₀H₂₅NO₂
• Molecular Weight: 311.422
• Product Categories: Asymmetric Synthesis;Chiral Auxiliaries;Ephedrine Derivatives
• Mol File: 159345-06-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 136-140 °C(lit.)
• Boiling Point: 483.4°C at 760 mmHg
• Flash Point: 246.2°C
• Appearance: /
• Density: 1.091g/cm³
• Vapor Pressure: 3.71E-10mmHg at 25°C
• Refractive Index: 1.567
• PKA: 13.70±0.20(Predicted)
• CAS DataBase Reference: (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR(159345-06-9)
• EPA Substance Registry System: (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR(159345-06-9)

Safety Data

• Hazardous Substances Data: 159345-06-9(Hazardous Substances Data)

Usage

General Description

"(1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR" is a chemical compound with the molecular formula C17H21NO. It is a stereoisomer of pseudoephedrine, a decongestant commonly found in over-the-counter cold and allergy medications. This particular form of pseudoephedrine has a specific stereochemical configuration, with a (1S,2S) configuration and a (R) 2-methyl group. It is used for its sympathomimetic effects, which help to relieve nasal congestion by constricting blood vessels in the nasal passages. (1S,2S)-PSEUDOEPHEDRINE-(R)-2-METHYLHYDR is regulated and restricted in many countries due to its potential for misuse in the illegal production of methamphetamine.

InChI:InChI=1/C20H25NO2/c1-15(14-17-10-6-4-7-11-17)20(23)21(3)16(2)19(22)18-12-8-5-9-13-18/h4-13,15-16,19,22H,14H2,1-3H3/t15-,16+,19-/m1/s1

Upstream product

• 108-90-7 chlorobenzene 
• 100-39-0 benzyl bromide 
• 159213-03-3 N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N-methylpropionamide 
• 90-82-4 pseudoephedrine 

Downstream Products

• 159213-12-4 (2R)-2-methyl-1-phenylheptan-3-one 
• 5445-77-2 (2S)-2-methyl-3-phenylpropanal 
• 5445-77-2 (2R)-2-methyl-3-phenylpropanal 
• 14367-67-0 2-methyl-3-phenylpropionic acid 
• 77943-96-5 (2R)-2-methyl-3-phenyl-1-propanol 
• 1068601-40-0 (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylpent-4-enamide 
• 1068601-13-7 (2R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylbutanamide 
• 1068601-18-2 (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2-dimethylbutanamide 
• 1068602-38-9 (R)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethylpentanamide 
• 1068601-43-3 (2S)-2-benzyl-N-[(1S,2S)-2-hydroxy-1-methyl-2-phenylethyl]-N,2,4-trimethylpentanamide 
• 192060-54-1 (2S,4S,6S)-2,4,6-Trimethyl-7-phenyl-heptanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 192060-53-0 (2S,4R,6S)-2,4,6-Trimethyl-7-phenyl-heptanoic acid ((1R,2R)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 191927-42-1 (2R,4S,6S)-2,4,6-Trimethyl-7-phenyl-heptanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 
• 191927-40-9 (2R,4R,6S)-2,4,6-Trimethyl-7-phenyl-heptanoic acid ((1S,2S)-2-hydroxy-1-methyl-2-phenyl-ethyl)-methyl-amide 

Relevant articles and documents

Palladium-catalyzed suzuki-miyaura cross-coupling reactions of enantiomerically enriched potassium β-trifluoroboratoamides with various aryl- and hetaryl chlorides

Figure Presented. Enantiomerically enriched potassium β- trifluoroboratoamides were synthesized as air-stable solids in greater than 95:5 dr using pseudoephedrine as the chiral auxiliary. With these chiral nucleophiles, Suzuki-Miyaura cross-coupling react

Syntheses of the C-1 alkyl side chains of Zaragozic acids A and C

Asymmetric syntheses of the C-1 alkyl side chains of Zaragozic acids A and C from a common chiral precursor 4 are reported. The stereoselective reduction of unsaturated ketones 8 and 10 is the key step of both syntheses.

Asymmetric synthesis of 1,3-dialkyl-substituted carbon chains of any stereochemical configuration by an iterable process

A highly practical, iterable method for the preparation of 1,3,5,n(odd)-polyalkyl-substituted carbon chains based upon the asymmetric alkylation of pseudoephedrine amide enolates is described.