797763-46-3

Usage

Uses

Used in Medicinal Chemistry:
(endo)-8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-(phenylmethoxy)-, 1,1-dimethyleth is used as a building block for the development of new pharmaceutical compounds due to its unique structure and potential reactivity.
Used in Organic Synthesis:
In the field of organic synthesis, (endo)-8-Azabicyclo[3.2.1]octane-8-carboxylic acid, 3-(phenylmethoxy)-, 1,1-dimethyleth serves as a key intermediate for the synthesis of various complex organic molecules, taking advantage of its specific functional groups and structural features.

Upstream product

• 185099-67-6 N-Boc-nortropinone 
• 120-29-6 3-tropanol 
• 538-09-0 nortropine 
• 100-39-0 benzyl bromide 
• 143557-91-9 (1R,3S,5S)-tert-butyl 3-hydroxy-8-azabicyclo[3.2.1]octane-8-carboxylate 

Downstream Products

• 86-13-5 benzatropine 
• 691347-41-8 3-[(4-chlorophenyl)phenylmethoxy]-8-azabicyclo[3.2.1]octane 
• 797763-59-8 3-(1-phenylpentyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 
• 797763-48-5 3α-benzhydryloxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 
• 797763-49-6 3α-benzhydryloxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid methyl ester 
• 797763-58-7 3-(1-phenylethoxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 
• 797763-50-9 3-(3-methyl-1-phenylbutoxy)-8-azabicyclo[3.2.1]octane 
• 745734-09-2 3-benzyloxy-8-azabicyclo[3.2.1]octane 
• 797763-47-4 3α-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXAMIDE DERIVATIVE

Disclosed is a compound represented by formula (1) or a pharmacologically acceptable salt thereof (In the formula, A represents a group that is represented by formula (A-1); R1a and R1b may be the same or different and each independently represents a C1-6 alkyl group which may be substituted by one to three halogen atoms; m and n each independently represents an integer of 0-5; X1 represents a hydroxyl group or an aminocarbonyl group; Z1 represents a single bond or the like; and R2 represents an optionally substituted C1-6 alkyl group, an optionally substituted C6-10 aryl group or the like.)

Combinatorial synthesis of benztropine libraries and their evaluation as monoamine transporter inhibitors

A combinatorial synthesis of benztropine analogues is presented. Radical azidonation of 3-benzyloxy-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester 3 to 3-(1-azidobenzyloxy)-8-azabicyclo[3.2.1]octane-8- carboxylic acid terf-butyl ester 4 was used as a key step in the synthesis. This step was optimized by adding 10% DMF to the reaction. Reaction of 4 with phenyl magnesium bromide followed by Boc removal and N-methylation gave benztropine 1. Reaction of five-component Grignard reagents with 4 was used to create a two-dimensional library of 25 N-normethylbenztropine analogues. Further reaction of this library with five alkyl bromides was carried out to create a three-dimensional library containing 125 compounds. Screening of the libraries towards binding and inhibition of uptake of the human dopamine (hDAT), serotonin (hSERT) and norepinephrine transporters (hNET) was carried out. None of the synthesized compounds were found to be stronger than benztropine, and none were selective for inhibition of binding over monoamine uptake.