112211-92-4

Usage

Uses

Used in Pharmaceutical Industry:
(R)-2-ISOPROPYLAMINO-2-PHENYLETHANOL is used as a nasal decongestant for its ability to constrict blood vessels in the nasal passages, which helps in reducing swelling and congestion. This makes it a common ingredient in over-the-counter nasal inhalers.
Used in Stimulant Applications:
Due to its structural similarity to amphetamines, (R)-2-ISOPROPYLAMINO-2-PHENYLETHANOL is used as a stimulant. However, its potential for addiction and abuse necessitates careful regulation and monitoring of its use to prevent harmful side effects such as elevated blood pressure, rapid heart rate, and CNS toxicity.

InChI:InChI=1/C11H17NO/c1-9(2)12-11(8-13)10-6-4-3-5-7-10/h3-7,9,11-13H,8H2,1-2H3/t11-/m0/s1

Upstream product

• 56613-80-0 D-2-phenylglycinol 
• 67-64-1 acetone 
• 875-74-1 (R)-phenylglycine 
• 245443-16-7 N-isopropylidene-D-phenylglycinol 
• 112211-91-3 N-isopropyl (R)-phenylglycine 

Downstream Products

• 143490-18-0 (2R,4R)-2-(2-bromophenyl)-3-isopropyl-4-phenyl-1,3-oxazolidine 
• 143490-18-0 (2S,4R)-2-(2-bromophenyl)-3-isopropyl-4-phenyl-1,3-oxazolidine 
• 112211-93-5 (R)-2-isopropylamino-1-methoxy-2-phenylethane 
• 1563106-72-8 (R)-N-(1-phenyl-2-((triisopropylsilyl)oxy)ethyl)propan-2-amine 
• 19302-32-0 (S)-N-isopropyl-1-phenylethylamine 
• 135324-64-0 (1'R,2R)-2-Benzyl-1-pyrrolidine 
• 135324-63-9 (1'R,2S)-2-Ethyl-1-pyrrolidine 
• 135324-62-8 (1'R,2S)-1--2-methylpyrrolidine 
• 135324-40-2 7-Isopropyl-6-phenyl-4-oxa-7,7a-diazaperhydroindan 
• 135324-38-8 (R)-N-(2-Hydroxy-1-phenylethyl)-N-isopropylhydrazine 
• 112211-94-6 (R)-1-t-butoxy-2-isopropylamino-2-phenylethane 
• 132273-89-3 (2R,4R)-N-isopropyl-2-methyl-4-phenyl-1,3-oxazolidine 
• 132273-86-0 (2R,4R)-N-isopropyl-2,4-diphenyl-1,3-oxazolidine 
• 132273-86-0 (2S,4R)-N-isopropyl-2,4-diphenyl-1,3-oxazolidine 

Relevant academic research and scientific papers

Influence of steric factors on chiral lithium amide aggregates

The solution structures of three mixed aggregates dissolved in toluene-d8 consisting of the lithiated amides derived from (S)-N-isopropyl-1-((triisopropylsilyl)oxy)propan-2-amine, (R)-N-(1-phenyl-2- ((triisopropylsilyl)oxy)ethyl)propan-2-amine, or (S)-N-isobutyl-3-methyl-1- ((triisopropylsilyl)oxy)butan-2-amine and n-butyllithium are characterized by various NMR experiments including diffusion-ordered NMR spectroscopy with diffusion coefficient-formula weight correlation analyses (D-FW) and other one- and two-dimensional NMR techniques. We report that steric hindrance of R 1 and R2 groups of the chiral lithium amide controls the aggregation state of the mixed aggregates. With a less hindered R2 group, lithium (S)-N-isopropyl-1-((triisopropylsilyl)oxy)propan-2-amide forms mostly a 2:2 ladder-type mixed aggregate with n-butyllithium. Increase of steric hindrance of the R1 and R2 groups suppresses the formation of the 2:2 mixed aggregate and promotes formation of a 2:1 mixed aggregate. We observe that lithium (S)-N-isobutyl-3-methyl-1- ((triisopropylsilyl)oxy)butan-2-amide forms both a 2:2 mixed aggregate and a 2:1 mixed trimer with n-butyllithium. Further increase in the steric hindrance of R1 and R2 groups results in the formation of only 2:1 mixed aggregate as observed with lithium (R)-N-(1-phenyl-2-((triisopropylsilyl) oxy)ethyl)propan-2-amide.

Preparation of phenolic chiral crown ethers and podands and their enantiomer recognition ability toward secondary amines

Phenolic pseudo-24-crown-8 (S,S)-3, pseudo-27-crown-9 (S,S)-4, and podands (R,R)-5 and (R,R)-6 possessing phenyl groups as chiral barriers were prepared and their chiral recognition properties toward secondary neutral amines were examined. Pseudo-24-crown-8 (S,S)-3 and podand (R,R)-5 showed sufficient binding ability and moderate chiral recognition ability toward secondary amines.

Rational design of chiral lithium amides for asymmetric alkylation reactions - NMR spectroscopic studies of mixed lithium amide/alkyllithium complexes

Treatment of solutions of chiral lithium amides, containing internally coordinating groups, in diethyl ether (DEE) with alkyllithiums results in the formation of chiral lithium amide/alkyllithium mixed dimers. We report the use of eight different chiral l

ENANTIOSELECTIVE SYNTHESIS OF β-HYDROXY-α-METHYL CARBONYL COMPOUNDS BY ALDOL REACTION

The enantioselective aldol reactions of ketone lithium enolates with aldehydes mediated chiral lithium amides were extensively investigated.The chiral amino ethers 4a-4l and diamines 16a,b were prepared from α-amino acids.The reaction conditions and the s

Asymmetric Synthesis using Chiral Bases: Enantioselective α-Alkylation of Carboxylic Acids

Enantioselective alkylation of carboxylic acids (1) and (2) at the α-position can be performed using the chiral lithium isopropylamides (3) or (4), which function as both a strong base and a chiral auxiliary.