75658-83-2

Usage

Uses

Used in Chemical Industry:
Cyclopentane-1,2-diyldimethanol is used as a solvent for various chemical reactions due to its ability to dissolve a wide range of substances.
Used in Polymer and Resin Production:
Cyclopentane-1,2-diyldimethanol is used as a monomer or building block for creating polymers and resins because of its two hydroxyl (OH) groups.
Used in Pharmaceutical Synthesis:
Cyclopentane-1,2-diyldimethanol is used as an intermediate in the synthesis of pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemical Production:
Cyclopentane-1,2-diyldimethanol is used in the synthesis of agrochemicals, such as pesticides and herbicides, to improve agricultural productivity.
Used in Adhesives, Coatings, and Sealants:
Cyclopentane-1,2-diyldimethanol is used as a component in the production of adhesives, coatings, and sealants, enhancing their performance and durability.

Upstream product

• 4841-91-2 dimethyl cis-1,2-cyclopentanedicarboxylate 
• 35878-28-5 cyclopentane-cis-1,2-dicarboxylic acid anhydride 
• 1461-96-7 cis-1,2-cyclopentanedicarboxylic acid 
• 3070-53-9 1,6-heptadiene 
• 30758-77-1 cis-diethyl cyclopentane-1,2-dicarboxylate 
• 113428-55-0 hexahydro-cyclopenta[c]furan-1-one 
• 3205-94-5 1-cyclopentene-1,2-dicarboxylic anhydride 
• 70202-92-5 diethyl cyclopent-1-ene-1,2-dicarboxylate 
• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 
• 3128-15-2 cyclopent-1-ene-1,2-dicarboxylic acid 
• 5733-03-9 (1S*,5R*)-3-oxabicyclo<3.3.0>octan-2-one 
• 2983-95-1 3-oxabicyclo[3.2.0]heptan-2-one 
• 67-63-0 isopropyl alcohol 
• 50483-99-3 trans-DL-1,2-cyclopentanedicarboxylic acid 

Downstream Products

• 1071691-58-1 cis-1,2-bis-(toluene-4-sulfonyloxymethyl)-cyclopentane 
• 402957-28-2 (1S,3aR,6aS)-2-((S)-2-((S)-2-cyclohexyl-2-(pyrazine-2-carboxamido)acetamido)-3,3-dimethylbutanoyl)-N-((S)-1-(cyclopropylamino)-1,2-dioxohexan-3-yl)octahydrocyclopenta[c]pyrrole-1-carboxamide 
• 1257874-86-4 C₃₈H₅₇N₇O₇ 
• 53907-80-5 cis-hexahydro-cyclopenta[c]thiophene 

Relevant academic research and scientific papers

Enantiotopic-Place Selective C-H Oxidation Using a (Salen)manganese(III) Complex as a Catalyst

A highly enantiotopic-place selective C-H oxidation of cyclic ether (up to 82% ee) was first achieved by using (R,R)-(salen)manganese(III) complex 8 as a catalyst.

Epimerization of Tertiary Carbon Centers via Reversible Radical Cleavage of Unactivated C(sp3)-H Bonds

Reversible cleavage of C(sp3)-H bonds can enable racemization or epimerization, offering a valuable tool to edit the stereochemistry of organic compounds. While epimerization reactions operating via cleavage of acidic C(sp3)-H bonds, such as the Cα-H of carbonyl compounds, have been widely used in organic synthesis and enzyme-catalyzed biosynthesis, epimerization of tertiary carbons bearing a nonacidic C(sp3)-H bond is much more challenging with few practical methods available. Herein, we report the first synthetically useful protocol for the epimerization of tertiary carbons via reversible radical cleavage of unactivated C(sp3)-H bonds with hypervalent iodine reagent benziodoxole azide and H2O under mild conditions. These reactions exhibit excellent reactivity and selectivity for unactivated 3° C-H bonds of various cycloalkanes and offer a powerful strategy for editing the stereochemical configurations of carbon scaffolds intractable to conventional methods. Mechanistic study suggests that the unique ability of N3? to serve as a catalytic H atom shuttle is critical to reversibly break and reform 3° C-H bonds with high efficiency and selectivity.

Williamson Ether Synthesis with Phenols at a Tertiary Stereogenic Carbon: Formal Enantioselective Phenoxylation of β-Keto Esters

The enantioselective formation of α-aryloxy-β-keto esters is described for the first time. Lewis acid catalyzed enantioselective chlorination of β-keto esters and subsequent SN2 reactions with phenols yielded α-aryloxy-β-keto esters with up to 96 % ee. Favorskii rearrangement of α-chloro-β-keto esters was also found to give 1,2-diesters with slightly reduced enantiopurity.

Phosphine ligands in the Palladium-catalysed methoxycarbonylation of ethene: Insights into the catalytic cycle through an HP NMR spectroscopic Study

Novel cis-1,2-bis(di-tertbutyl-phosphinomethyl) carbocyclic ligands 6-9 have been prepared and the corresponding palladium complexes [Pd(O 3SCH3)(L-L)][O3SCH3] (L-L = diphosphine) 32-35 synthesised and characterised by NMR spectroscopy and Xray diffraction. These diphosphine ligands give very active catalysts for the palladium-catalysed methoxycarbonylation of ethene. The activity varies with the size of the carbocyclic backbone, ligands 7 and 9, containing four- and six-membered ring backbones giving more active systems. The acid used as co-catalyst has a strong influence on the activity, with excess trifluoroacetic acid affording the highest conversion, whereas excess methyl sulfonic acid inhibits the catalytic system. An in oper-ando NMR spectroscopic mechanistic study has established the catalytic cycle and resting state of the catalyst under operating reaction conditions. Although the catalysis follows the hydride pathway, the resting state is shown to be the hydride precursor complex [Pd(O3SCH3)(L-L)][O3SCH3], which demonstrates that an isolable/detectable hydride complex is not a prerequisite for this mechanism.

An efficient oxidative lactonization of 1,4-diols catalyzed by Cp*Ru(PN) complexes

An efficient oxidative lactonization of 1,4-diols in acetone is accomplished by the well-defined ruthenium catalyst, whose bifunctional nature underlies the high efficiency as well as unique chemo- and regioselectivity of the reaction which provides a rapid access to γ-butyrolactones including flavor lactones hinokinin, and muricatacin.

Enantioselective formal synthesis of tridemethylisovelleral

A simple and efficient synthetic route to the bicyclic α,β-unsaturated β-keto ester methyl (3aS,7aS)-6-oxo-2,3,3a,6,7,7a-hexahydro-1H-indene-5-carboxylate, a versatile intermediate in the synthesis of biologically active unsaturated 1,4-dialdehydes, is described. The synthesis includes a chirality introducing nonenzymatic asymmetric desymmetrization (ADS) reaction of a cyclic meso-anhydride 4 and a modified Hofmann method for preparing exocyclic dienes. The ester was synthesized in a moderate overall yield (19%) from 6 and with an excellent enantioselectivity (>90%).

Ruthenium(salen)-catalyzed aerobic oxidative desymmetrizatin of meso-diols and its kinetics

Chiral (nitrosyl)ruthenium(salen) complexes were found to be efficient catalysts for aerobic oxidative desymmetrization of meso-diols under photoirradiation to give optically active tactols. The scope of the applicability of this reaction ranges widely from acyclic diols to mono-cyclic diols, although fine ligand-tuning of the ruthenium(salen) complexes was required to attain high enantioselectivity (up to 93% ee). In particular, the nature of the apical ligand was found to affect not only enantioselectivity but also kinetics of the desymmetrization reaction. Spectroscopic analysis of the oxidation disclosed that irradiation of visible light is indispensable not only for dissociation of the nitrosyl ligand but also for single electron transfer from the alcohol-bound ruthenium ion to dioxygen.

Toward the total synthesis of variecolin

(matrix presented) An annulative approach toward the total synthesis of the sesterterpenoid variecolin (1) is presented. Synthesis of the key hemiketal, containing the core ABC ring skeleton, has been achieved on a model system by an expeditious route uti

Leukotriene-B4 derivatives, process for their production and their use as pharmaceutical agents

Leukotriene-B4 derivatives of formula I STR1 their salts with physiologically compatible bases and their cyclodextrin clathrates are described.

New leukotriene-B4 derivatives, process for their production and their use as pharmaceutical agents

Leukotriene-B4 derivatives of formula I STR1 are described, in which R1 means CH2 OH, CH3, CF3, COOR5, CONR6 R7, or R1 together with R2 means a carbonyl group, R4 symbolizes H, C1 -C10 alkyl optionally substituted, C3 -C10 cycloalkyl, C6 -C10 aryl radical optionally substituted, or a 5-6-membered aromatic heterocyclic ring, A symbolizes a trans, trans-CH=CH--CH=CH, a --CH2 CH2 --CH=CH-- or a tetramethylene group, B symbolizes a C1 -C10 alkylene group, which optionally can be substituted by fluorine or the group STR2 D can mean a direct bond, oxygen, sulfur, --C C--, --CH=CR6 or together with B can also mean a direct bond, their salts with physiologically compatible bases and their cyclodextrin clathrates.