70766-06-2

Usage

Uses

Used in Pharmaceutical Industry:
(R)-(tetrahydro-2H-pyran-2-yl)methanol is used as a chiral building block for the production of various drugs, particularly angiotensin II receptor antagonists and inhibitors. Its unique structure allows for the creation of complex molecules with specific biological activities, making it a valuable asset in drug synthesis and development.
Used in Organic Chemistry:
(R)-(tetrahydro-2H-pyran-2-yl)methanol is also utilized in the synthesis of various organic compounds. Its versatility as a building block enables the creation of a wide range of molecules with different properties and applications, contributing to the advancement of organic chemistry research and development.

Upstream product

• 105441-86-9 (R)-(+)-Methyl Tetrahydropyran-2-carboxylate 
• 100-72-1 Tetrahydropyran-2-methanol 
• 73448-13-2 tert-butyldimethylsilyl hex-5-yn-1-yl ether 
• 1268368-81-5 (R)-9-(tert-butyldimethylsilyloxy)-1-phenylnon-4-yn-3-ol 
• 1268368-80-4 9-(tert-butyldimethylsilyloxy)-1-phenylnon-4-yn-3-one 
• 1268368-68-8 (R,E)-2-(4-phenylbut-1-en-1-yl)tetrahydro-2H-pyran 
• 1268368-56-4 (R,Z)-9-phenylnon-5-ene-1,7-diol 
• 105499-34-1 (2R)-tetrahydropyran-2-carboxylic acid 
• 89254-40-0 tetrahydro-(+)-(R)-2-vinylpyran 
• 87561-47-5 (-)-(S)-2-ethyltetrahydropyran 

Relevant academic research and scientific papers

Stereoselective Synthesis of Pyrans from Epoxyalkenes: Dual Catalysis with Palladium and Br?nsted Acid

We describe regio- and stereoselective cycloisomerizations of alcohols tethered to epoxyalkenes, to construct alkene-substituted pyrans. These transformations are best catalyzed by Pd(PPh3)4 in the presence of phosphite ligands, and with diphenylphosphinic acid as an essential Br?nsted acid cocatalyst for activation of the epoxyalkene.

SUBSTITUTED OXOPYRIDINE DERIVATIVES

The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and o edemas, and also ophthalmic disorders.

Substituted Oxopyridine Derivatives and Use Thereof in the Treatment of Cardiovascular Disorders

The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

SUBSTITUTED OXOPYRIDINE DERIVATIVES AND USE THEREOF IN THE TREATMENT OF CARDIOVASCULAR DISORDERS

The invention relates to substituted oxopyridine derivatives and to processes for their preparation, and also to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, in particular cardiovascular disorders, preferably thrombotic or thromboembolic disorders, and oedemas, and also ophthalmic disorders.

Chirality transfer in Au-catalyzed cyclization reactions of monoallylic diols: Selective access to specific enantiomers based on olefin geometry

The gold(I)-catalyzed cyclization of monoallylic diols to form tetrahydropyrans is shown to be highly stereoselective when chiral allylic alcohols are employed. Substrates that differ only in olefin geometry provide enantiomeric products from formal SN2′ reactions in high yields with excellent chirality transfer. The allylic alcohol stereochemistry also efficiently controls the facial selectivity when the substrates include additional stereocenters.

Asymmetrie dehydrative cyclization of ω-hydroxy allyl alcohols catalyzed by ruthenium complexes

New axially chiral ligands and their allyl esters have been designed and synthesized. The combination of these ligands with [CpRu(CH3CN)3]PF6 has realized highly efficient intramolecular dehydrative cylization of w-hydroxy allyl alcohols, to give a-alkeny

On the selectivity of oxynitrilases towards α-oxygenated aldehydes

Different α-alkoxy and α,β-di-alkoxy substituted aldehydes have been submitted to the catalytic action of the oxynitrilases from almond (PaHNL) or from Hevea brasiliensis (HbHNL), in order to explore the possibility of using these enzymes for the preparation of complex cyanohydrins. The selectivity of both enzymes towards these compounds was found to be largely dependent on the substitutents, being low with the aldehydes carrying the sterically more demanding phenyl substituent. Contrary to the chemical addition of HCN, which always occurs with a slight preference for the formation of the anti diastereoisomers, the enzymatic cyanuration - occurring with a facial preference, Si or Re according to the biocatalyst used - gave a mixture of cyanohydrins that, depending on the starting enantiomeric aldehyde, can be enriched in the syn diastereoisomers.

New route to enantiomers of cyclic β-hydroxyethers. The crystal structure of (S)-(+)-tetrahydrofurfuryl-O,O'-diacetyl-(2R,3R)-hydrogentartrate

Title compounds 1-2 were readily resolved into their enantiomers by crystallizing their half esters formed with O,O'-diacetyl-(2R,3R)-tartaric acid. An intermolecular H-bond between the free carboxyl group and the ring oxygen, determined by single crystal X-ray study of (S)-(+)-tetrahydrofurfuryl-O,O'-diacetyl-(2R,3R)-hydrogentartrate, enhances the selectivity and the crystallizing ability itself.

ABSOLUTE CONFIGURATIONS OF SOME HETEROCYCLIC ACIDS

Employing the method of asymmetric transformation, the absolute configurations of heterocyclic acids III, IV, Va, and VIIa have been determined.The acids Va and VIIa were chemically correlated with alcohols of known absolute configurations.