2345-68-8

Usage

Uses

Used in Organic Synthesis:
((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol is used as a building block in organic synthesis for its unique cyclic structure and hydroxymethyl functional group, which can be utilized in the creation of complex molecules and novel chemical compounds.
Used in Pharmaceutical Research:
((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol is used as a target for drug development in pharmaceutical research due to its potential to contribute to the creation of new medications, leveraging its chiral nature and unique structural features.
Used in Asymmetric Synthesis:
((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol is used as a chiral building block in asymmetric synthesis, where its unique mirror image forms can be selectively utilized to produce specific enantiomers of target compounds, which is crucial in the development of enantioselective reactions and enantiomerically pure pharmaceuticals.
Further research on the properties and potential uses of ((1R,2S)-2-Hydroxymethyl-cyclopropyl)-methanol may reveal additional applications in various fields of chemistry and biotechnology, expanding its utility and significance in these domains.

Upstream product

• 826-34-6 dimethyl cis-cyclopropane-1,2-dicarboxylate 

Downstream Products

• 116663-99-1 (Z)-2-<(benzoyloxy)methyl>cyclopropanemethanol 
• 206991-67-5 cis-1,2-bis((mesitylenesulfonyloxy)methyl)cyclopropane 
• 400051-47-0 (2R,3S)-4-acetoxy-2,3-methylenebutyl tosylate 
• 503-06-0 (11R,12S)-lactobacillic acid 
• 252009-68-0 (1R,2S)-2-hexylcyclopropane-1-carbaldehyde 
• 116664-03-0 1-<<(Z)-2-<(benzoyloxy)methyl>cyclopropyl>methyl>thymine 
• 116664-01-8 (Z)-1-<(benzoyloxy)methyl>-2-(chloromethyl)cyclopropane 
• 116669-26-2 9-<<(Z)-2-<(benzoyloxy)methyl>cyclopropyl>methyl>adenine 
• 33156-91-1 R-(-)-Dictyopterene C' 
• 133494-58-3 (1S,2R)-1-<methyl>-2-(hydroxymethyl)cyclopropane 
• 133494-59-4 (1R,2S)-1-acetoxymethyl-2-tert-butyldiphenylsilyloxymethylcyclopropane 
• 133494-63-0 (1S,2R)-1-tert-butyldiphenylsilyloxymethyl-2-butyryloxymethylcyclopropane 
• 106137-58-0 (1R,2R)-1-formyl-2-<(Z)-hex-1-enyl>cyclopropane 
• 98392-31-5 cis-(1R,2R)-1-formyl-2-<(E)-hex-1-enyl>cyclopropane 

Relevant academic research and scientific papers

MACROCYCLIC CHLORINE SUBSTITUTED INDOLE DERIVATIVES

The present invention relates to macrocyclic indole derivatives of general formula (I) : (I), in which R1, R2, R3, R4, R5, R6, A and L are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, as a sole agent or in combination with other active 10 ingredients.

MACROCYCLIC CHLORINE SUBSTITUTED INDOLE DERIVATIVES

The present invention relates to macrocyclic indole derivatives of general formula (I) : in which R1, R2, R3, R4, R5, R6, A and L are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, as a sole agent or in combination with other active ingredients.

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.

ENZYMATIC HYDROLYSIS OF CYCLOPROPANES. TOTAL SYNTHESIS OF OPTICALLY PURE DICTYOPTERENES A AND C'.

Enzymatic hydrolysis of cis-1,2-bis(butyryloxymethyl)cyclopropane 3 under optimized conditions gives, in quantitative yield, optically pure cis-(1S,2R)-1-hydroxymethyl-2-butyryloxymethylcyclopropane 1.This compound is a versatile cyclopropane synthon as exemplified by the total synthesis of optically pure seaweed pheromones Dictyopterenes A and C'.

Enantioselective hydrolysis of cis-1,2-diacetoxycycloalkanedimethanols: enzymatic preparation of chiral building blocks from prochiral meso-substrates.

The enzymatic hydrolysis of the prochiral title compounds 1a-f in presence of porcine liver esterase (PLE) and lipase from porcine pancreas (PPL) was studied, resulting in the preparation of the chiral monoacetates 2b-f with high (72-99percente.e.) enantiomeric purities.

Enzymes in Organic Synthesis. 24. Preparations of Enantiomerically Pure Chiral Lactones via Stereospecific Horse Liver Alcohol Dehydrogenase Catalyzed Oxidations of Monocyclic Meso Diols

Preparative-scale horse liver alcohol dehydrogenase catalyzed oxidation of monocyclic meso diols provides a direct and convenient one-step route to a broad range of chiral γ-lactones of value as synthons in asymmetric synthesis.The general applicability of the method is demonstrated by oxidations of cis-1,2-bis(hydroxymethyl) substrates of the cyclohexyl, cyclohexenyl, cyclopentyl, cyclobutyl, cyclopropyl, and dimethylcyclopropyl series.For each diol, oxidation of the hydroxymethyl group attached to the S chiral center occurs exclusively, and the pure γ-lactone products are isolated in high (68-90percent) yields and of 100percent ee.In contrast, the enzyme does not exhibit significant enantiomeric selectivity in its catalysis of oxidations of the corresponding racemic trans diols.The stereospecificities observed, or lack thereof, are as predicted by the active-site model.