36367-85-8

Usage

Uses

Used in Organic Synthesis:
3-Cyclopenten-1-ol, 4-methylbenzenesulfonate is used as a reagent for its capacity to undergo nucleophilic substitution reactions, which is crucial in the synthesis of a variety of organic compounds.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 3-Cyclopenten-1-ol, 4-methylbenzenesulfonate is utilized as a key intermediate due to its role in the synthesis of medicinally relevant molecules, contributing to drug discovery and development.
Used in Agrochemical Production:
Similarly, in agrochemicals, 3-Cyclopenten-1-ol, 4-methylbenzenesulfonate serves as an essential component in the creation of compounds that are used in agricultural applications, highlighting its broad applicability across different sectors.

Upstream product

• 14320-38-8 cyclopent-3-enol 
• 98-59-9 p-toluenesulfonyl chloride 
• 58794-15-3 hepta-1,6-dien-4-yl 4-methylbenzenesulfonate 
• 2883-45-6 1, 6-heptadien-4-ol 
• 7129-41-1 6-oxabicyclo[3.1.0]hex-2-ene 
• 542-92-7 cyclopenta-1,3-diene 

Downstream Products

• 474087-23-5 (+/-)-(1R,5S,7r)-7-(3-benzyloxy-3-oxido-2,4-dioxa-3-phospha-bicyclo[3.3.0]octyl)-2H-1-benzopyran-2-one 
• 3467-69-4 cyclopent-3-enyl phenyl thioether 

Relevant academic research and scientific papers

Discovery of IACS-9779 and IACS-70465 as Potent Inhibitors Targeting Indoleamine 2,3-Dioxygenase 1 (IDO1) Apoenzyme

Indoleamine 2,3-dioxygenase 1 (IDO1), a heme-containing enzyme that mediates the rate-limiting step in the metabolism of l-tryptophan to kynurenine, has been widely explored as a potential immunotherapeutic target in oncology. We developed a class of inhi

Isomerization polymerization of 4-alkylcyclopentenes catalyzed by Pd complexes: Hydrocarbon polymers with isotactic-type stereochemistry and liquid-crystalline properties

(Chemical Equation Presented) Isomerization polymerization of 4-alkylcyclopentenes catalyzed by Pd-diimine complexes produces the polymers with trans-1,3-disubstituted cyclopentane rings located regularly along the polymer chain. The polymers with isotact

COMPOUNDS USEFUL AS INHIBITORS OF INDOLEAMINE 2,3-DIOXYGENASE AND/OR TRYPTOPHAN DIOXYGENASE

The present invention relates to bicyclic compounds and compositions and methods which may be useful as inhibitors of IDO1, IDO2, and TDO for the treatment or prevention of diseases such as cancer.

A pH-controlled recyclable indolinooxazolidine tagged N-heterocyclic carbene Ru catalyst for olefin metathesis

An indolinooxazolidine tagged N-heterocyclic carbene Ru olefin metathesis catalyst was synthesized and the molecular structure of this new Ru complex was determined by single crystal X-ray diffraction. This complex is a homogeneous catalyst and can be recovered by controlling the polarity of the indolinooxazolidine tag. Under acidic conditions the indolinooxazolidine tag exists as an open protonated form and under basic conditions the tag is in a closed form. The distribution of this catalyst in a two-phase system can be controlled by simply changing the pH, making the recovery of this catalyst easily obtainable.

4-Aminocyclopentane-1,3-diols as platforms for diversity: Synthesis of a screening library

Trisubstituted cyclopentanes have a discrete shapely curvature. While the central ring of these compounds is devoid of rotatable bonds, the pseudo rotation of the cyclopentane ring leads to a desirable disruption of planarity. This is favorable for aqueous solubility and enables addressing of wide-ranging conformational space. The sp3-rich framework of 4-aminocyclopentane- 1,3-diols offers stereochemically defined attachment points for substituents and renders these fragment-like molecules good platforms for molecular diversity. By using an established N-selective polymer-assisted acylation protocol, these scaffolds with natural product-like properties were transformed into a screening library by attachment of substituents at defined positions. Here we describe the synthesis and characterization of these molecular platforms and their use as starting points for the construction of an 80-member library of 4-amidocyclopentane-1,3-diol monoethers. Five of the compounds displayed cytotoxicity in a tumor cell line assay with IC50 values in the low micromolar range.

Dehydrogenation of cyclic thioethers bound to a [Rh(diphosphine)] + fragment

The metal-promoted dehydrogenation of cyclic thioethers S(C 5H9)(R) (R = C5H9, Ph) to give the corresponding cycloalkenes, S(C5H7)(R), using the [Rh{Ph2P(CH2)3PPh2}]+ fragment is reported.

NOVEL CYCLOPENTANE DERIVATIVES

The invention relates to a compound of formula (I) wherein A1 and R1 to R5 are defined as in the description and in the claims. The compound of formula (I) can be used as a medicament.

Scope and mechanism of intramolecular aziridination of cyclopent-3-enyl- methylamines to 1-azatricyclo[2.2.1.02,6]heptanes with lead tetraacetate

A series of seven cyclopent-3-en-1-ylmethylamines bearing one, two, or three methyl substituents at the C2, C3, C4, or Cα positions, including the unsubstituted parent, was accessed by ring-closing metatheses of α,α-diallylacetonitrile (or methallyl variants) and α,α-diallylacetone followed by hydride reductions or reductive amination, or by Curtius degradations of α,α-dimethyl- and 2,2,3-trimethylcyclopent-3-enylacetic acids. Oxidation of the primary amines with Pb(OAc)4 in CH2Cl2, CHCl3 or benzene in the presence of K2CO3 effected efficient intramolecular aziridinations, in all cases except the α-methyl analogue (16), to form the corresponding 1-azatricyclo[2.2.1.02,6]heptanes, including the novel monoterpene analogues, 1-azatricyclene and the 2-azatricyclene enantiomers. The cumulative rate increases of aziridination reactions observed by 1H NMR spectroscopy in CDCl3 resulting from the presence of one or two methyl groups on the cyclopentene double bond, in comparison to the rate of the unsubstituted parent amine (1:17.5:>280), indicate a highly electrophilic intermediate as the nitrene donor and a symmetrical aziridine-like transition state. A mechanism is outlined in which the amine displaces an acetate ligand from Pb(OAc)4 to form a lead(IV) amide intermediate RNHPb(OAc)3 proposed as the actual aziridinating species.

Microwave-Assisted Ring-Closing Metathesis Revisited. On the Question of the Nonthermal Microwave Effect

The ring-closing metathesis reactions (RCM) of six standard diene substrates leading to five-, six-, or seven-membered carbo- or heterocycles were investigated under controlled microwave irradiation. RCM protocols were performed with standard Grubbs type II and a cationic ruthenium allenylidene catalyst in neat and ionic liquid-doped methylene chloride under sealed vessel conditions. Very rapid conversions (15 s) were achieved utilizing 0.5 mol % Grubbs II catalyst under microwave conditions. Careful comparison studies indicate that the observed rate enhancements are not the result of a nonthermal microwave effect.

Enzyme fingerprints of activity, and stereo- and enantioselectivity from fluorogenic and chromogenic substrate arrays

A series of stereochemically and structurally diverse fluorogenic and chromogenic substrates for hydrolytic enzymes has been synthesized and used to characterize enzyme activity profiles of esterases, lipases, proteases, peptidases, phosphatases, and epoxide hydrolases. The substrates used are particularly resilient to nonspecific reactions due to their mechanism of activation. The activities recorded with the individual substrates are therefore remarkably reproducible, and enable us to use the overall pattern of activity as a specific fingerprint for the enzyme sample. Fingerprints of activity, and enantio- and stereoselectivity are displayed as arrays of color-scale squares that are easily analyzed visually. Such fingerprints might be useful for quality control, enzyme discovery, and possibly for addressing the issue of functional convergence in enzymes.