84541-92-4

Upstream product

• 105077-08-5 methyl 4-(1-methylthio-2-oxopropyl)phenylacetate 
• 101-41-7 benzeneacetic acid methyl ester 
• 52449-43-1 (4-chloro-phenyl)-acetic acid methyl ester 
• 67-64-1 acetone 
• 108-22-5 Isopropenyl acetate 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 

Downstream Products

• 795273-55-1 {4-[(2R)-2-((1R)-1-phenyl-ethylamino)-propyl]-phenyl}-acetic acid methyl ester 
• 1251957-86-4 2-[4-(2-{[(2R)-2-(6-chloropyridin-3-yl)-2-hydroxyethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 
• 1251957-84-2 2-[4-(2-amino-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 
• 1251957-83-1 2-chloro-N-[1,1-dimethyl-2-(4-{2-[(5-methylisoxazol-3-yl)amino]-2-oxoethyl}phenyl)ethyl]acetamide 
• 1251957-82-0 2-[4-(2-hydroxy-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 
• 861448-74-0 [4-(2-hydroxy-2-methylpropyl)phenyl]acetic acid 
• 88594-72-3 [4-(2-oxopropyl)phenyl]acetic acid 
• 1251957-71-7 2-[4-(2-{[(2S)-2-hydroxy-2-(pyridin-2-yl)ethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 
• 1251957-87-5 2-[4-(2-{[(2R)-2-hydroxy-2-(pyridin-3-yl)ethyl]amino}-2-methylpropyl)phenyl]-N-(5-methylisoxazol-3-yl)acetamide 

Relevant academic research and scientific papers

Application of biocatalysis towards asymmetric reduction and hydrolytic desymmetrisation in the synthesis of a β-3 receptor agonist

Chemoenzymatic syntheses of two key intermediates in the preparation of a potent β-3 receptor agonist 1 are described. A lipase-catalysed hydrolytic desymmetrisation is employed in a new synthesis of intermediate 7, which avoids the use of alkyl-tin reagents. A second biotransformation delivers chiral chlorohydrin 5 from its parent ketone in greater enantiomeric excess than the previously-described Noyori-reduction process. A brief discussion of the enantioselectivity of a set of single-point mutants of Sporobolomyces salmonicolor aldehyde reductase in this bioreduction is also presented.

Palladium-catalyzed mono-α-arylation of acetone with aryl halides and tosylates

We report the first example of selective Pd-catalyzed mono-α- arylation of acetone employing aryl chlorides, bromides, iodides, and tosylates. The use of appropriately designed P,N-ligands proved to be the key to controlling the reactivity and selectivity. The reaction affords good yields with substrates containing a range of functional groups at modest Pd loadings using Cs2CO3 as the base and employing acetone as both a reagent and the solvent.(Figure Presented)

The synthesis of two potent β-3 adrenergic receptor agonists

This contribution describes the initial preparation of two potent β-3 receptor agonists 1 and 2. Subsequent scale up of these two compounds was required for further evaluation and proceeded via a common key amine intermediate 24. Synthesis of this key intermediate by way of a Ritter reaction was a vital step in the sequence. Enantioselective Noyori hydrogenation reactions gave access to the chiral epoxides necessary to make the target compounds. Chemistry was developed for the selective dehalogenation of the 2-chloropyridyl group in the presence of a sensitive isoxazole unit to provide access to 1.

Quinolinone derivatives, pharmaceutical compositions containing them and their use

The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in

2-AMINO-PYRIDINE DERIVATIVES AS BETA-2 ADRENORECEPTOR AGONISTS

The invention relates to compounds of formula (1) and to processes for the preparation of, intermediates used in the preparation of, compositions containing and the uses of, such derivatives. The compounds according to the present invention are useful in

Syntheses of Arenediacetic Esters and Acetonyl-Substituted Arylacetic Esters by Means of Friedel-Crafts Reaction with α-Acyl-α-chlorosulfides

Friedel-Crafts reaction of the phenylacetates 5a, b with ethyl α-chloro-α-(methylthio)acetate (1) in the presence of stannic chloride gave the α-methylthio-1,4-benzenediacetates 7a, b.The reactions of biphenyl, diphenylmethane, and diphenyl ether with an excess amount of 1 gave directly the corresponding disubstituted products 10a-c.Desulfurization of 7a, b and 10a-c gave the corresponding diacetates 8a, b and 11a-c.Methyl 4-(2-oxopropyl)phenylacetate (14) was prepared by reaction of methyl phenylacetate with α-chloro-α-(methylthio)acetone (2) followed by desulfurization of the resulting product.Methyl 2-(2-furyl)propionate (19) reacted with 2 in the presence of zinc chloride to give the 2,5-disubstituted furan 20, whose desulfurization gave methyl 2-propionate (21).Keywords - arenediacetic ester; Friedel-Crafts reaction; α-chlorosulfide; nonactic acid; nonactin; desulfurization; Raney nickel; stannic chloride; zinc chloride