140630-43-9

Upstream product

• 122-60-1 Phenyl glycidyl ether 
• 75-31-0 isopropylamine 
• 4769-73-7 (RS)-1-chloro-3-phenyloxy-2-propanol 
• 140630-39-3 (S)-3-bromo-1-phenoxy-2-propanol 
• 140630-34-8 (S)-1-chloro-2-acetoxy-3-phenoxypropane 
• 140428-47-3 Acetic acid 1-bromomethyl-2-phenoxy-ethyl ester 
• 82430-38-4 (S)-1-phenyl glycerol 
• 71031-03-3 (2R)-1,2-epoxy-3-phenoxypropane 

Downstream Products

• 888494-18-6 [(2-hydroxy-3-phenoxy-propyl)-isopropyl-amino]-acetic acid tert-butyl ester 
• 888494-27-7 [(2-chloro-3-phenoxy-propyl)-isopropyl-amino]-acetic acid tert-butyl ester 

Relevant academic research and scientific papers

Stereocontrolled synthesis of 3-substituted azetidinic amino acids

A set of enantiomerically pure N-disubstituted β-amino alcohols was chlorinated by treatment with thionyl chloride. This reaction gave a mixture of regioisomeric chlorides that could be equilibrated to the more stable regioisomer by heating in DMF. The chlorides thus obtained were engaged in an intramolecular anionic ring-closure and gave access to fully protected enantio- and diastereomerically pure 2,3-cis-disubstituted azetidinic amino acids. One of the latter was deprotected and included in a short peptide sequence. Georg Thieme Verlag Stuttgart.

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.

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 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.

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