65236-06-8

Upstream product

• 24085-05-0 1-(3-chloromethyl-4-hydroxyphenyl)ethanone 
• 143-33-9 sodium cyanide 
• 99-93-4 4-Hydroxyacetophenone 

Downstream Products

• 99481-03-5 (5-acetyl-2-hydroxy-phenyl)-acetic acid methyl ester 
• 196195-38-7 methyl (5-acetyl-2-benzyloxyphenyl)acetate 
• 371783-87-8 (1R)-1-[4-benzyloxy-3-(2-hydroxyethyl)phenyl]-2-bromoethan-1-ol 
• 371783-86-7 methyl (2-benzyloxy-5-bromoacetylphenyl)acetate 
• 65236-07-9 5-bromoacetyl-2-hydroxyphenylacetonitrile 
• 65236-08-0 5-[N-(1,1-dimethyl-2-phenylethyl)glycyl]-2-hydroxyphenylacetonitrile hydrochloride 
• 371783-91-4 2-{[(2S)-2-({(2R)-2-[4-benzyloxy-3-(2-tert-butyldimethylsilyloxyethyl)phenyl]-2-tert-butyldimethylsilyloxyethyl}amino)-1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide 
• 371783-92-5 2-{[(2S)-2-({(2R)-2-[4-benzyloxy-3-(2-hydroxyethyl)phenyl]-2-hydroxyethyl}amino)-1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide 
• 371783-90-3 (1R)-1-[4-benzyloxy-3-(2-tert-butyldimethylsilyloxyethyl)phenyl]-2-bromoethan-1-tert-butyldimethylsilyloxyethane 
• 81720-89-0 (5-acetyl-2-hydroxyphenyl)acetic acid 

Relevant academic research and scientific papers

The practical synthesis of a uterine relaxant, Bis( 2-{[(2S)-2-({(2R)-2-hydroxy-2-[4-hydroxy-3-(2-hydroxyethyl) -phenyl]ethyl}amino) -1,2,3,4-tetrahydronaphthalen-7-yl]oxy}-N,N-dimethylacetamide) sulfate (KUR-1246)

The synthetic route for a uterine relaxant, bis(2-{[ (2S)-2-({(2R)-2-hydroxy-2-[4-hydroxy-3- (2-hydroxyethyl)-phenyl]ethyl}amino) -1,2,3,4-tetrahydronaphthalen-7-y1]oxy}-N,N-dimethylacetamide) sulfate (KUR-1246), was established by the coupling of optically active components, the bromohydrin 14 and the amine 24. We now describe the practical synthesis of these two optically active components. Bromohydrin 14 was obtained by the asymmetric borane reduction of the prochiral phenacyl bromide 13 using a catalyst prepared from aluminum triethoxide and a chiral amino alcohol. The other optically active component 24 was prepared from (S)-AMT.

CYANOMETHYLPHENETHANOLAMINES

Preparation of cyanomethylphenethanolamines useful as adrenergic stimulants is described. Preferred compounds such as 2-hydroxy-5-1-hydroxy-2-(1,1-dimethyl-2-phenylethyl)amino!ethyl!-benzeneacetonitrile are selective beta-adrenergic stimulants having rela