37676-90-7

Usage

Uses

Used in Organic Synthesis:
1-Cyclobutene-1-carboxylic acid, 3,3-dimethyl(7CI,9CI) serves as a crucial intermediate in the organic synthesis of various compounds. Its cyclobutene ring and methyl groups provide a versatile platform for chemical reactions, facilitating the creation of a wide array of organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 1-Cyclobutene-1-carboxylic acid, 3,3-dimethyl(7CI,9CI) is utilized as a building block for the synthesis of complex organic molecules with potential medicinal properties. Its unique structure allows for the development of new drugs and pharmaceuticals, contributing to the advancement of treatment options for various diseases and conditions.
Used in Drug Development:
Due to its distinctive structural features, 1-Cyclobutene-1-carboxylic acid, 3,3-dimethyl(7CI,9CI) holds promise in the development of innovative drugs. It can be integrated into the molecular structures of new pharmaceuticals, potentially enhancing their efficacy, selectivity, and safety profiles in treating a range of medical conditions.

Upstream product

• 20104-44-3 t-butyl 2-dimethylamino-3,3-dimethylcyclobutanecarboxylate 
• 19251-73-1 3,3-dimethyl-2-piperidin-1-yl-cyclobutanecarboxylic acid methyl ester 
• 408314-33-0 1-bromo-3,3-dimethyl-cyclobutanecarboxylic acid ethyl ester 

Downstream Products

• 75017-17-3 (3,3-dimethylcyclobutyl)methanol 
• 76207-24-4 (3,3-dimethylcyclobutyl)methyl-4-methylbenzene-1-sulfonate 

Relevant academic research and scientific papers

Evaluation of an aza-Michael approach for the synthesis of 3,3-dimethyl-2-aminocyclobutane-1-carboxylic acid

The aza-Michael addition reaction of a dibenzylic amide anion with t-butyl 3,3-dimethylcyclobutene-1-carboxylate was investigated as a route to the title compound a cyclic β-amino acid. In analogy with the known 5- and 6-membered ring homologues,the addition reaction proceeds smoothly,but with moderate diastereomeric and enantiomeric selectivities. The trans isomer of the title β-amino acid was obtained,for the first time,with a modest enantiomeric excess. ARKAT-USA, Inc.

The Kinetics and Mechanism of Ring Opening of Radicals containing the Cyclobutylcarbinyl System

The kinetic parameters of β-fission of radicals containing the cyclobutylcarbinyl system have been determined by analysis of the mixtures obtained when suitable chloro-compounds are treated with tributylstannane.Under these conditions ring opening is irreversible and in the rigid bicyclic system (4) is under stereoelectronic control.For ring opening of cyclobutylcarbinyl radical (8) kf = 4.3 x 103 s-1 at 60 deg C, and the best values of the activation parameters appear to be ΔH(excit.) = 12.2 kcal mol-1 and ΔS(excit.) = -7.4 cal mol-1 K-1.Monocyclic systems undergo preferential fission of the more substituted βγ-bond.Methyl substituents at the α-, β-, or δ-positions have little effect but γ-substitution strongly enhances the rate of ring opening.The transition state is reactant-like and has a similar disposition of centres to that (1) for homolytic addition.