106351-44-4

Upstream product

• 122-60-1 Phenyl glycidyl ether 
• 75-31-0 isopropylamine 
• 140630-40-6 Acetic acid (R)-1-bromomethyl-2-phenoxy-ethyl ester 
• 140428-47-3 Acetic acid 1-bromomethyl-2-phenoxy-ethyl ester 
• 140630-45-1 (R)-1-chloro-3-phenoxy-2-propanol 
• 4769-73-7 (RS)-1-chloro-3-phenyloxy-2-propanol 
• 82430-37-3 (R)-2,2-dimethyl-4-(phenoxymethyl)-1,3-dioxolane 
• 538-43-2 (S)-3-phenoxy-1,2-propanediol 
• 108-95-2 phenol 
• 71031-03-3 (R)-phenyl glycidyl ether 

Downstream Products

• 302781-46-0 (S)-1-(N-benzyl)isopropylamino-3-phenoxypropan-2-ol 

Relevant academic research and scientific papers

STEREOSELECTIVE SYNTHESIS OF (S)-PROPANOL AMINES: LIPASE CATALYZED OPENING OF EPOXIDES WITH 2-PROPYLAMINE

The ring opening of epoxides with 2-propylamine in presence of lipase in organic solvents affords selectively (S)-propanol amines.The effect of solvents towards selectivity has also been examined.

Enzyme Catalyzed Stereoselective Synthesis of (S)-Propanolamines

Stereoselective synthesis of (S)-propanolamines has been carried out by the ring opening of racemic epoxides with 2-propylamine in presence of lipases and subtilisin.The effect of solvent towards selectivity has also been studied.

Dynamic kinetic asymmetric synthesis of β-aminoalcohols from racemic epoxides in cyclodextrin complexes under solid state conditions

It has been shown for the first time that enantiopure β-aminoalcohols can be prepared from racemic epoxides by dynamic kinetic resolution involving enantio-differentiating racemisation in cyclodextrin complexes under solid state conditions.

Determination of the enantiomeric purity and the configuration of β- aminoalcohols using (R)-2-fluorophenylacetic acid (AFPA) and fluorine-19 NMR: Application to β-blockers

A method has been developed for determining the enantiomeric purity and the absolute configuration of β-aminoalcohols of type ArOCH2CH(OH)CH2NHR (R = iPr, tBu). To determine enantiomeric purity, the amine function was first protected by a benzyl group, then the compound formed was esterified using the acid chloride of (R)-2-fluorophenylacetic acid (AFPA). The 19F NMR analysis of the derivative obtained revealed the presence of two distinctly separate signals (~2.5 ppm), the one for the RS-SR pair being the most deshielded. The configuration was determined directly on the aminoalcohol by using the acid. In stoichiometric conditions, when R = iPr, the amide function was obtained very preponderantly. The 19F NMR spectrum of the amide presented four distinct signals when derivatization was carried out by means of a reaction between the (±)-β-aminoalcohol and the (R)-AFPA. The extreme signals, which were over 3.5 ppm apart, did not belong to the same diastereomer. With R = tBu essentially the ester function was obtained. The first studies revealed the presence of two signals, though not as clearly separated as in the previous cases. Each experiment was simple to perform, and purification was not necessary. Mosher's acid gave unsatisfactory results in each case. (C) 2000 Elsevier Science Ltd.

Enantioselective ring opening of epoxides with trimethylsilyl azide (TMSN3) in the presence of β-cyclodextrin: An efficient route to 1,2-azido alcohols

The ring opening of epoxides with nucleophiles such as TMSN3 and isopropylamine takes place enantioselectively in the presence of β- cyclodextrin under extremely mild conditions and the azido alcohols and amino alcohols are formed as (S)-isomers. (C) 1999 Published by Elsevier Science Ltd.

Relationships between conformational behaviour and binding affinity towards β1 and β2 adrenoceptors of some chiral phenoxypropanolamines with bulky N-substituents

The optical isomers of a series of phenoxypropanolamine compounds with N-substituents bulkier than isopropyl have been synthesized, and their binding affinity towards β1 and β2-adrenoceptors has been determined. A computational study, including a Molecular Dynamics (MD) simulation and quenching in water and a GRID analysis provided some useful suggestions for possible interpretation patterns for the different affinity exhibited by the compounds studied.

Enzyme Assisted Preparation of Enantiomerically Pure β-Adrenergic Blockers II. Building Blocks of High Optical Purity and their Synthetic Conversion

Based on previous screening results a series of potential building blocks 2-4 for β-adrenergic blockers were prepared both by enzymatic hydrolysis and acyltransfer and further transformed into the corresponding oxiranes and aminoalcohols of defined absolu