613261-19-1

Usage

Uses

Used in Organic Synthesis:
Ethyl 2-[(tert-butoxy)carbonyl]aminocyclopropane-1-carboxylate is used as a building block in organic synthesis for the preparation of complex molecules and pharmaceuticals. Its unique structure allows for versatile reactions and the creation of a wide range of compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, ethyl 2-[(tert-butoxy)carbonyl]aminocyclopropane-1-carboxylate is used as a reagent in the production of various drugs and biologically active compounds. Its presence in these processes contributes to the development of new medications and therapies.
Used in Material Development:
Ethyl 2-[(tert-butoxy)carbonyl]aminocyclopropane-1-carboxylate also has potential applications in the development of new materials. Its chemical properties may be harnessed to create innovative materials with unique characteristics for various applications.
Used in Medicinal Chemistry Research:
In the field of medicinal chemistry, ethyl 2-{[(tert-butoxy)carbonyl]amino}cyclopropane-1-carboxylate is utilized for research purposes. It aids scientists in understanding the mechanisms of drug action, the design of new drug candidates, and the exploration of novel chemical spaces for therapeutic intervention.

Upstream product

• 31420-66-3 (±)-trans-2-(ethoxycarbonyl)cyclopropanecarboxylic acid 
• 75-65-0 tert-butyl alcohol 
• 613261-14-6 (-)-(R,R)-cyclopropane-1,2-dicarboxylic acid ethyl ester 
• 31420-66-3 diethyl-(1R,2R)-cyclopropane-1,2-dicarboxylate 
• 3999-55-1 diethyl trans-cyclopropane-1,2-dicarboxylate 
• 623-73-4 diazoacetic acid ethyl ester 
• 7150-72-3 t-butyl N-vinylcarbamate 
• 613261-15-7 trans-2-azidocarbonyl-cyclopropanecarboxylic acid ethyl ester 

Downstream Products

• 177472-60-5 (+/-)-(1RS,2RS)-cis-<2-(tert.-butoxycarboamino)-cyclopropyl>-methanol 

Relevant academic research and scientific papers

Conformationally restrained carbamoylcholine homologues. Synthesis, pharmacology at neuronal nicotinic acetylcholine receptors and biostructural considerations

Exploration of small selective ligands for the nicotinic acetylcholine receptors (nAChRs) based on acetylcholine (ACh) has led to the development of potent agonists with clear preference for the α4β2 nAChR, the most prevalent nAChR subtype in the central nervous system. In this work we present the continuation of these efforts aimed at increasing this subtype selectivity by introduction of conformational restriction in the carbamoylcholine homologue, 3-(dimethylaminobutyl) dimethylcarbamate (DMABC). Our results highlight the importance of the N-carbamoyl substitution in α4β2-subtype selectivity. Moreover, we have confirmed the non-linear conformation of DMABC bound to nAChRs suggested by recent crystal structures of the compound in complex with the Lymnaea stagnalis ACh binding protein.

Highly enantioselective synthesis of cyclopropylamine derivatives via Ru(II)-pheox-catalyzed direct asymmetric cyclopropanation of vinylcarbamates

The Ru(II)-Pheox-catalyzed asymmetric cyclopropanation of vinylcarbamates with diazoesters resulted in the corresponding cyclopropylamine derivatives in high yield and excellent diastereoselectivity (up to 96:4) and enantioselectivity (up to 99% ee).

trans-Cyclopropyl β-amino acid derivatives via asymmetric cyclopropanation using a (Salen)Ru(II) catalyst

trans-Cyclopropyl β-amino acid derivatives can be synthesized in five steps with excellent enantioselectivities using a chiral (Salen)Ru(II) cyclopropanation catalyst in the key asymmetry-induction step. This facile synthesis proceeds with high overall yield and can be used to prepare a number of carbamate-protected (Cbz and Boc are demonstrated) β-amino acid derivatives.

Synthesis of Cyclopropyl Carbocyclic Nucleosides

As representatives of a novel class of carboxylic nucleoside analogues (+/-)-cis-, (-)-cis and (+/-)-trans 9-(2-hydroxymethylcyclopropyl)-adenine (= -methanol) were synthesized from the corresponding dialkyl 1,2-cyclopropane dicarboxylates.