85506-18-9

Upstream product

• 638-37-9 butanedial 
• 78315-99-8 acetone-1,3-dicarboxylic acid mono-methyl ester 
• 593-51-1 methylamine hydrochloride 
• 532-24-1 tropinone 
• 616-38-6 carbonic acid dimethyl ester 
• 532-24-1 tropinone 
• 77-92-9 citric acid 
• 1830-54-2 3-oxopentanedioic acid dimethyl ester 
• 10521-08-1 pyran-2,4,6-trione 
• 17640-15-2 methyl cyanoformate 
• 100371-46-8 3-oxo-tropane-2,4-dicarboxylic acid dimethyl ester 

Downstream Products

• 146725-34-0 O-456 
• 56620-28-1 (5S)-8-methyl-8-azabicyclo[3.2.1]octan-2-one 
• 484-93-5 ecgonidine 
• 180853-41-2 (1R,2R,3R,5S)-3-Benzoylamino-8-methyl-8-aza-bicyclo[3.2.1]octane-2-carboxylic acid methyl ester 
• 306740-59-0 N-[2-(3'-N'-propyl-(1''R)-3''β-(3,4-dichlorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-70-5 N-[2-(3'-N'-propyl-(1''R)-3''α-(3,4-dichlorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-88-5 N-[2-(3'-N'-propyl-(1''R)-3''-(3,4-dichlorophenyl)trop-2-ene-2''-(methoxycarbonyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-58-9 N-[2-(3'-N'-propyl-(1''R)-3''β-(4-fluorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-69-2 N-[2-(3'-N'-propyl-(1''R)-3''α-(4-fluorophenyl)tropane-2''β-(1-propanoyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-87-4 N-[2-(3'-N'-propyl-(1''R)-3''-(4-fluorophenyl)trop-2-ene-2''-(methoxycarbonyl))((2-((triphenylmethyl)thio)ethyl)amino)acetyl]-S-(triphenyl)-2-aminoethanethiol 
• 306740-64-7 (1R)-2β-carboxylic acid methoxymethylamide-3α-(3,4-dichlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane 

Relevant academic research and scientific papers

METHOD FOR THE PREPARATION OF N-MONOFLUOROALKYL TROPANES AND THEIR USE

The present invention relates to a method for the preparation of an N-monofluoroalkyl tropane, a method for the preparation of a trialkyltin tropane, a method for the preparation of an iodinated and/or radioiodinated tropane and the use of the N-monofluoroalkyl tropane as a precursor in the method for the preparation of the trialkyltin tropane and/or the iodinated and/or radioiodinated tropane.

New classes of potent and bioavailable human renin inhibitors

New classes of de novo designed renin inhibitors are reported. Some of these compounds display excellent in vitro and in vivo activities toward human renin in a TGR model. The synthesis of these new types of mono- and bicyclic scaffolds are reported, and properties of selected compounds discussed.

Stereoselective deprotonation of tropinone and reactions of tropinone lithium enolate

Tropinone (6) was deprotonated with lithium diisopropylamide and with chiral lithium amides (18-24) and the resulting enolates (two enantiomers) were treated with electrophiles.The aldol reaction with benzaldehyde and deuteration were both diastereoselective.The former yielded only one isomer (exo, anti) of the aldol 8a; the latter proceeded from the exo face.This selectivity permitted us to probe the deprotonation of tropinone with lithium amides; it was concluded that the reaction involves predominantly the exo axial protons.The reaction of tropinone enolate with ethyl chloroformate led, via a ring opening, to the cycloheptenone derivative 9.The reaction with methyl cyanoformate yielded, in the presence of silver acetate and acetic acid, the β-ketoester 8b; however, in the absence of these additives, and especially when 12-crown-4 was added to the enolate, a ring opening leading to the pyrrolidine derivative 10 occured instead.Deprotonation of tropinone with chiral amides proceeded with modest enantioselectivity.A synthesis of non-racemic anhydroecgonine via this strategy allowed establishing the absolute stereochemistry of deprotonation.