2723-38-8

Basic information

• Product Name: Methyl cyclopentylacetate
• Synonyms: Methyl cyclopentylacetate;Methyl cyclopentaneacetate;Methyl 2-cyclopentylacetate
• CAS NO: 2723-38-8
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.19556
• Mol File: 2723-38-8.mol

Chemical Properties

• Boiling Point: 178-179 °C(Press: 100 Torr)
• Appearance: /
• Density: 0.972
• CAS DataBase Reference: Methyl cyclopentylacetate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl cyclopentylacetate(2723-38-8)
• EPA Substance Registry System: Methyl cyclopentylacetate(2723-38-8)

Safety Data

• Hazardous Substances Data: 2723-38-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl cyclopentylacetate is used as a reactant in the diastereoselective preparation of monocyclic and spiro βor γ-lactams. This application is particularly relevant in the pharmaceutical industry, as these βor γ-lactams are important structural motifs found in a wide range of biologically active compounds, including antibiotics, antitumor agents, and other therapeutic molecules. The use of Methyl cyclopentylacetate in the synthesis of these compounds allows for the development of new drugs with improved efficacy and selectivity.
The diastereoselective preparation of monocyclic and spiro βor γ-lactams is achieved through cobalt-catalyzed intramolecular and intermolecular dehydrogenative amination of unactivated sp3 carbons. This innovative approach provides a more efficient and selective method for the synthesis of these complex molecular structures, which are often challenging to produce using traditional synthetic methods.

Upstream product

• 287-92-3 Cyclopentane 
• 6832-16-2 methyl diazoacetate 
• 67-56-1 methanol 
• 1123-00-8 2-cyclopentylacetic acid 
• 120-92-3 cyclopentanone 
• 40203-73-4 Cyclopentylideneacetic acid methyl ester 
• 186581-53-3 diazomethane 

Downstream Products

• 605680-84-0 4-(4-chlorophenyl)-3-cyclopentylbutan-2-one 
• 605680-82-8 3-(4-chlorophenyl)-2-cyclopentylpropanioc acid 
• 610791-37-2 3-(4-chlorophenyl)-2-cyclopentyl-N,O-dimethyl-propanamide 
• 20287-25-6 2-cyclopentylacetohydrazide 
• 1123-00-8 2-cyclopentylacetic acid 
• 605680-81-7 methyl 3-(4-chlorophenyl)-2-cyclopentylpropanoate 
• 18928-94-4 (2-bromo-ethyl)-cyclopentane 
• 144899-04-7 2-Cyclopentyl-6-phenylthio-4-hexenoic acid 
• 144898-99-7 Methyl 2-cyclopentyl-6-phenylthio-4-hexenoate 

Relevant articles and documents

Photoenzymatic Generation of Unstabilized Alkyl Radicals: An Asymmetric Reductive Cyclization

Flavin-dependent "ene"-reductases can generate stabilized alkyl radicals when irradiated with visible light; however, they are not known to form unstabilized radicals. Here, we report an enantioselective radical cyclization using alkyl iodides as precursors to unstabilized nucleophilic radicals. Evidence suggests this species is accessed by photoexcitation of a charge-transfer complex that forms between flavin and substrate within the protein active site. Stereoselective delivery of a hydrogen atom from the flavin semiquinone to the prochiral radical formed after cyclization provides high levels of enantioselectivity across a variety of substrates. Overall, this transformation demonstrates that photoenzymatic catalysis can address long-standing selectivity challenges in the radical literature.

Dynamic Combinatorial Chemistry to Identify Binders of ThiT, an S-Component of the Energy-Coupling Factor Transporter for Thiamine

We applied dynamic combinatorial chemistry (DCC) to identify ligands of ThiT, the S-component of the energy-coupling factor (ECF) transporter for thiamine in Lactococcus lactis. We used a pre-equilibrated dynamic combinatorial library (DCL) and saturation-transfer difference (STD) NMR spectroscopy to identify ligands of ThiT. This is the first report in which DCC is used for fragment growing to an ill-defined pocket, and one of the first reports for its application with an integral membrane protein as target.

NOVEL AZAINDOLE INHIBITORS OF MTP AND ApoB

The present invention relates to 7-azaindole-based compounds, to processes for the preparation thereof, to pharmaceutical compositions com-prising them, and to the use thereof in the preparation of medicaments that are useful as inhibitors of MTP and of A

Gamma amino butyric and acid analogs

The instant invention is improved gamma amino butyric acid analogs, processes for their preparation, and methods of using them as agents for treating epilepsy and other neurodegenerative disorders, depression, anxiety, panic, pain, neuropathological disorders, gastrointestinal damage, and inflammation.

Cyclopentadienylideneethenone: Pyrolytic Generation and Argon Matrix Infrared Spectroscopic Study

Two previously reported pyrolytic precursors for cyclopentadienylideneethenone (4) and benzyne produced two strong infrared bands attributable to ketene type compounds when their pyrolysates were examined by argon matrix isolation spectroscopy.To determine which band should be assigned to (4), four new precursors for (4) and benzyne and two analogues labelled with 13C at the carbonyl group have been synthesized.Precursors (8) and (14) are respectively a caged system and a bridged system bearing a mixed anhydride with trifluoroacetic acid.Flash vacuum pyrolysis of (8) and (14) at 600-700 deg with trapping at 77 K gave pyrolysates which contaned biphenylene.Pyrolysis of (8) and (14) at 600-700 deg in a stream of argon followed by deposition as an argon matrix at about 10 K showed that both produced a pyrolysate absorbing at 2089 cm-1 assigned to (4).Precursors (24) and (25) and the previously reported (18) and (27) are Meldrum's acid derivatives designed to yield the hypothetical cyclopentadienylide Meldrum's acid (19) by cage fission or retro-Diels-Alder reaction.They all gave their biphenylene on flash vacuum pyrolysis at 600-700 deg and their pyrolysates in argon matrices showed absorption both at 2089 cm-1 due to (4) and at 2225 cm-1 due to an unidentified ketene.The frequency shift resulting from substitution of 13C in the carbonyl group (52 cm-1) is in accordance with the assignment of the 2089 cm-1 band to (4).The pyrolysates from precursors (8a), (14), (18a), (25) and (27) were allowed to react with methanol and the resulting mixtures were hydrogenated.In all cases methyl cyclopentylacetate was obtained.

Synthesis, structure, and self-oxidation of alkynyl(phenyl)iodonium periodates

Synthesis and characterization of alkynyl(phenyl)iodonium periodate (2) are described; on standing at room temperature, the product undergoes the carbon-carbon triple bond cleavage by self-oxidation with the counter anion, IO41-.Keywords - alkynyliodonium periodate; X-ray analysis; self-oxidation; carboxylic acid; ligand exchange; triple bond cleavage.