123121-06-2

Upstream product

• 110-87-2 3,4-dihydro-2H-pyran 
• 2216-51-5 (-)-menthol 
• 89-78-1 menthol 

Downstream Products

• 2216-51-5 (-)-menthol 
• 10458-14-7 (2R,5S)-menthone 
• 129368-71-4 2-{[(tert-butyl)dimethylsilyl]oxy}-4-methyl-1-(1-methylethyl)cyclohexane 
• 112570-37-3 5-(2-Isopropyl-5-methyl-cyclohexyloxy)-5-phenylsulfanyl-pentan-1-ol 
• 89-78-1 menthol 
• 10458-14-7 Menthone 
• 2623-23-6 L-menthyl acetate 
• 87161-57-7 (1S,2S,4R)-2-bromo-1-isopropyl-4-methylcyclohexane 
• 13371-12-5 neomenthyl chloride 
• 5113-93-9 (1R)-trans-p-menth-2-ene 
• 16052-42-9 (1R,2S,5R)-menthyl chloride 
• 1198-91-0 p-menthan-3-one oxime 
• 2230-89-9 menthyl formate 
• 89-48-5 2-isopropyl-5-methylcyclohexyl acetate 

Relevant academic research and scientific papers

HOMOCHIRAL ACETALS IN ORGANIC SYNTHESIS. A GENERAL ENANTIOSELECTIVE ENTRY TO CARBOHYDRATE DERIVATIVES FROM NON-CARBOHYDRATE PRECURSORS

A general chromatographic separation of furanosides and pyranosides derived from esters of lactic acid is disclosed.Application of this separation methodology to rapid syntheses of the diastereomers of (S)-methyl lactyl 4-deoxyribopyranose is described.

Solvent-free tetrahydropyranylation of alcohols catalyzed by amine methanesulfonates

A comparative study of tetrahydropyranylation of alcohols under various solvents or solvent-free conditions using different amine methanesulfonates as catalysts shows that tetrahydropyranyl ethers of alcohols are obtained under solvent-free conditions in good yields using catalytic amounts of triethylenediamine methanesulfonate, 1,6-hexanediamine methanesulfonate, diethylenetriamine methanesulfonate and pyridine methanesulfonate, respectively. The reaction occurs readily in short times at room temperature catalyzed by these catalysts, especially triethylenediamine methanesulfonate. Some of the major advantages of this procedure are that the catalysts are environmentally friendly, highly effective, and easy to prepare and handle. The reaction is also clean and needs no solvent, and the work-up is very simple.

1,6-Hexanediamine methanesulfonate: A mild and efficient catalyst for the tetrahydropyranylation of alcohols under solvent-free conditions

Various alcohols react with 3,4-dihydro-2 H-pyran under mild conditions using a catalytic amount of 1,6-hexanediamine methanesulfonate. It affords the corresponding tetrahydropyranyl ethers in good yields at a faster rate in the absence of solvent. Taylor & Francis Group, LLC.

Ceric ammonium nitrate catalysed protection of alcohols by 3,4-dihydro-2H-pyran

Hydroxyl compounds readily add to dihydropyran in presence of a catalytic amount of ceric ammonium nitrate to give high yield of tetrahydropyranyl ethers.

H-Y zeolite: A mild and efficient catalyst for the tetrahydropyranylation of alcohols

A variety of hydroxy compounds add to 3,4-dihydro-2H-pyran in the presence of catalytic amounts of H-Y zeolite to afford the corresponding tetrahydropyranyl ethers in excellent yields.

Facile Tetrahydropyranylation of Alcohols and Phenols Using Anhydrous Calcium Chloride under Mild and Neutral Conditions

Treatment of 3,4-dihydro-2H-pyran with various alcohols and phenols in the presence of a catalytic amount of anhydrous calcium chloride in dichloromethane furnished tetrahydropyranyl ethers under almost neutral conditions.

Copper(II)chloride catalyzed tetrahydropyranylation of alcohols

A simple and efficient methodology for the tetrahydropyranylation of alcohols using catalytic amount of copper(II)chloride in dichloromethane is described. The yields obtained are good to excellent.

Dicyanoketene ethylene acetal as a mild and efficient catalyst for tetrahydropyranylation of alcohols

Alcohols can react with 3,4-dihydro-2H-pyran in the presence of a catalytic amount of dicyanoketene ethylene acetal under neutral conditions to afford the corresponding tetrahydropyranyl ethers in good yields.

Heterogeneous acidic catalysts for the tetrahydropyranylation of alcohols and phenols in green ethereal solvents

The application of heterogeneous catalysis and green solvents to the set up of widely employed reactions is a challenge in contemporary organic chemistry. We applied such an approach to the synthesis and further conversion of tetrahydropyranyl ethers, an important class of compounds widely employed in multistep syntheses. Several alcohols and phenols were almost quantitatively converted into the corresponding tetrahydropyranyl ethers in cyclopentyl methyl ether or 2-methyltetrahydrofuran employing NH4HSO4 supported on SiO2 as a recyclable acidic catalyst. Easy work up of the reaction mixtures and the versatility of the solvents allowed further conversion of the reaction products under one-pot reaction conditions.

Ruthenium(III) acetylacetonate [Ru(acac)3] - An efficient chemoselective catalyst for the tetrahydropyranylation (THP) of alcohols and phenols under solvent-free conditions

A catalytic amount of ruthenium(III) acetylacetonate (2 mol%) [Ru(acac)3] enables solvent-free tetrahydropyranylation of different types of alcohols and phenols at ambient temperature in moderate to excellent yields. Notably, selective monoprotection of diols can be achieved chemoselectively. Furthermore, the catalyst could be recovered and reused if necessary.