66016-02-2

Basic information

• Product Name: DIETHYL 3-ETHYLCYCLOBUTANE-1,1-DICARBOXYLATE
• Synonyms: DIETHYL 3-ETHYLCYCLOBUTANE-1,1-DICARBOXYLATE
• CAS NO: 66016-02-2
• Molecular Formula: C12H20O4
• Molecular Weight: 228.28
• Mol File: 66016-02-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 257.0±13.0 °C(Predicted)
• Appearance: /
• Density: 1.060±0.06 g/cm3(Predicted)
• CAS DataBase Reference: DIETHYL 3-ETHYLCYCLOBUTANE-1,1-DICARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL 3-ETHYLCYCLOBUTANE-1,1-DICARBOXYLATE(66016-02-2)
• EPA Substance Registry System: DIETHYL 3-ETHYLCYCLOBUTANE-1,1-DICARBOXYLATE(66016-02-2)

Safety Data

• Hazardous Substances Data: 66016-02-2(Hazardous Substances Data)

Upstream product

• 105-53-3 diethyl malonate 
• 133-13-1 ethyl diethyl malonate 
• 2612-29-5 2-ethyl-1,3-propandiol 
• 24330-55-0 2-ethylpropane-1,3-diol di-p-toluenesulphonate 

Downstream Products

• 66016-16-8 3-ethylcyclobutane carboxylic acid 
• 150506-92-6 Toluene-4-sulfonic acid 3-ethyl-cyclobutylmethyl ester 
• 121609-53-8 1-(4'-Bromo-biphenyl-4-yl)-2-(3-ethyl-cyclobutyl)-ethanone 
• 76730-61-5 3-ethylcyclobutanecarboxylic acid chloride 

Relevant articles and documents

Potent ketoamide inhibitors of HCV NS3 protease derived from quaternized P1 groups

Blood borne hepatitis C infections are the primary cause for liver cirrhosis and hepatocellular carcinoma. HCV NS3 protease, a pivotal enzyme in the replication cycle of HCV virus has been the primary target for development of new drug candidates. Boceprevir and telaprevir are two novel ketoamide derived inhibitors that are currently undergoing phase-III clinical trials. These inhibitors include ketoamide functionality as serine trap and have an acidic alpha-ketoamide center that undergoes epimerization under physiological conditions. Our initial attempts to arrest this epimerization by introducing quaternary amino acids at P1 had resulted in significantly diminished activity. In this manuscript we describe alpha quaternized P1 group that result in potent inhibitors in the enzyme assay and demonstrate cellular activity comparable to boceprevir.

Synthesis and liquid crystal properties of compounds incorporating cyclobutane, spiroheptane and dispirodecane rings

A number of esters of structure (I) incorporating the cyclobutane, spiroheptane, or dispirodecane rings has been prepared using a diethyl malonate synthesis.Strict comparison of the liquid crystal behaviour amongst the three classes containing a terminal cyano-substituent was not possible because both the cyclobutanes and dispirodecanes are mixtures of cis- and trans-isomers; the spiroheptanes are racemic systems.Using preparative hplc, it was however possible to isolate the pure cis- and trans-isomers of two of the cyano-substituted cyclobutane esters (I; R = alkyl, -X- = --, Y = CN).From the physical data and the results for the corresponding spiroheptane esters, conclusions regarding the effects of these ring systems on liquid crystal behaviour were obtained.The pure cis- and trans-isomers of the cyclobutane ester (I, R = C3H7, -X- = --, Y = CN) have been assessed for the trends in both order parameter and viscosity with temperature; the results support the idea that idea that the trans-cyclobutane ring adopts a more planar conformation at higher temperatures.Keywords: cyclobutane- and related spiro-systems, cis-/trans-isomerism, order parameter, briefringence, viscosity, structure/property relations.

Cyclobutyl substituted derivatives of prostaglandin analogs

Novel C15 cyclobutyl analogs or derivatives of prostaglandins of the E-, A- and F-classes are useful modifiers of smooth muscle activity. The compounds have valuable pharmacological properties such as platelet antiaggregating agents, gastric antisecretory agents and brochodilating agents.