85665-60-7

Usage

InChI:InChI=1/C8H15NO3/c1-8(2,3)9-4-6(5-10)12-7(9)11/h6,10H,4-5H2,1-3H3

Upstream product

• 13080-65-4 2-methyl-N-(oxiran-2-ylmethyl)propan-2-amine 
• 124-38-9 carbon dioxide 
• 22741-52-2 1-tert-butylamino-2,3-dihydroxypropane 
• 105-58-8 Diethyl carbonate 
• 584-08-7 potassium carbonate 
• 75-64-9 tert-butylamine 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 13156-02-0 1-chloro-3-tert-butylamino-2-propanol 

Downstream Products

• 26839-75-8 timolol 
• 26921-17-5 timolol maleate 
• 1612878-81-5 5-(4-benzhydryl-piperazin-1-ylmethyl)-3-tert-butyl-oxazolidin-2-one 

Relevant academic research and scientific papers

Synthesis of Five-membered Heterocycles by Reactions of N-Substituted-2-aminomethyloxiranes with Heterocumulenes

Various five membered heterocyclic compounds were synthesized by the reactions of N-substituted-2-aminomethyloxiranes with several different heterocumulenes in good yields.

Switchable synthesis of cyclic carbamates by carbon dioxide fixation at atmospheric pressure

The base-promoted switchable synthesis of five- and six-membered cyclic carbamates using atmospheric pressure carbon dioxide as the C1 source was developed. The chemoselectivity of products was simply controlled by changing bases and solvents. The reaction proceeds effectively under mild conditions, affording valuable cyclic carbamates. Experimental results and DFT studies revealed the reaction mechanism.

Substrate-Controlled Product Divergence: Conversion of CO2 into Heterocyclic Products

Substituted epoxy alcohols and amines allow substrate-controlled conversion of CO2 into a wide range of heterocyclic structures through different mechanistic manifolds. This new approach results in an unusual scope of CO2-derived products by initial activation of CO2 through either the amine or alcohol unit, thus providing nucleophiles for intramolecular epoxy ring opening under mild reaction conditions. Control experiments support the crucial role of the amine/alcohol fragment in this process with the nucleophile-assisted ring-opening step following an SNi pathway, and a 5-exo-tet cyclization, thus leading to heterocyclic scaffolds.

Bioisosteric replacement and related analogs in the design, synthesis and evaluation of ligands for muscarinic acetylcholine receptors

Previous structure-activity relationship studies involving a series of lactone-based muscarinic ligands identified a lead compound containing a diphenylmethylpiperazine moiety (4; IC50 = 340 nM). The purpose of the present work is to investigate 1,3-benzodioxoles, 4,4-diethyl substituted tetrahydrofurans, 5-substituted oxazolidinones and chromones as bioisosteric replacements for the lactone ring in a novel series of muscarinic ligands. The approach provided compounds with improved % inhibition values and identified a non-selective muscarinic ligand with an IC50 value of 280 nM. The structure-activity relationship for this new series will be discussed. Selected compounds were evaluated in preliminary assays for subtype selectivity and were found to be non-selective.