72081-17-5

Usage

Uses

Used in Chemical Synthesis:
(3,4-dihydro-2H-pyran-6-yl)Methanol is used as a solvent in the synthesis of various chemical compounds due to its ability to dissolve a wide range of substances and facilitate chemical reactions.
Used in Pharmaceutical Industry:
(3,4-dihydro-2H-pyran-6-yl)Methanol is used as an intermediate in the production of pharmaceuticals for its role in the synthesis of active pharmaceutical ingredients, contributing to the development of new medications.
Used in Agrochemical Industry:
(3,4-dihydro-2H-pyran-6-yl)Methanol is used as a component in the synthesis of agrochemicals, such as pesticides and herbicides, to help improve agricultural productivity and crop protection.
Used in Flavor and Fragrance Industry:
(3,4-dihydro-2H-pyran-6-yl)Methanol is used as a building block in the creation of flavors and fragrances, capitalizing on its pleasant fruity odor to enhance the sensory properties of various products.

Upstream product

• 31518-14-6 3,4-dihydro-2H-pyran-6-carboxylic acid 
• 31518-09-9 2-cyano-3-chlorotetrahydropyran 
• 26271-66-9 3,4-dihydro-2H-pyran-6-carbaldehyde 
• 5631-95-8 2,3-dichlorotetrahydro-2H-pyran 
• 110-87-2 3,4-dihydro-2H-pyran 
• 50-00-0 formaldehyd 
• 83505-61-7 ethyl 4,5-dihydropyran-2-carboxylate 
• 72081-15-3 6-lithio-3,4-dihydro-2H-pyran 

Downstream Products

• 31518-19-1 N-((3,4-dihydro-2H-pyran-6-yl)methyl)benzamide 
• 1359180-25-8 (5R,10S)-10-fluoro-2-phenyl-l,6-dioxa-3-azaspiro[4.5]dec-2-ene 
• 1359734-73-8 C₃₃H₃₈O₇S 
• 107757-67-5 dl-cis-2-benzyloxymethyltetrahydropyran-3-yl N-octadecylcarbamate 
• 107757-67-5 dl-trans-2-benzyloxymethyltetrahydropyran-3-yl N-octadecylcarbamate 
• 104954-93-0 dl-trans-2-benzyloxymethyl-3-hexadecyloxytetrahydropyran 
• 104954-93-0 dl-cis-2-benzyloxymethyl-3-hexadecyloxytetrahydropyran 
• 107757-70-0 (2S,3S)-2-Benzyloxymethyl-3-(tetrahydro-pyran-2-yloxy)-tetrahydro-pyran 
• 107757-70-0 dl-trans-2-benzyloxymethyl-3-(tetrahydropyran-2-yloxy)tetrahydropyran 
• 89429-83-4 dl-trans-2-benzyloxymethyltetrahydropyran-3-ol 
• 89429-83-4 dl-cis-2-benzyloxymethyltetrahydropyran-3-ol 
• 107757-78-8 dl-S-(cis-2-benzyloxymethyltetrahydropyran-3-yl) N-heptadecylthiocarbamate 
• 107757-66-4 dl-trans-2-benzyloxymethyltetrahydropyran-3-yl N-heptadecylcarbamate 
• 107757-73-3 Methanesulfonic acid (2S,3R)-2-benzyloxymethyl-tetrahydro-pyran-3-yl ester 

Relevant academic research and scientific papers

Stereoselective glycosylations using oxathiane spiroketal glycosyl donors

Novel oxathiane spiroketal donors have been synthesised and activated via an umpolung S-arylation strategy using 1,3,5-trimethoxybenzene and 1,3-dimethoxybenzene. The comparative reactivity of the resulting 2,4,6-trimethoxyphenyl (TMP)- and 2,4-dimethoxyp

Water overcomes methyl group directing effects in epoxide-opening cascades

(Chemical Equation Presented) Water is an effective promoter of the endo-selective opening of trisubstituted epoxides, enabling related cascadesleading to a variety of substituted ladder polyether structures. When u sed in conjunction with a tetrahydropyr

Synthesis and comparative antibacterial activity of verdamicin C2 and C2a. A new oxidation of primary allylic azides in dihydro[2H]pyrans

(Chemical Equation Presented) A synthesis of verdamicin C2 and its congener C2a has been accomplished from sisomicin relying on a novel oxidative transformation of an allylic azide to the corresponding α,β- unsaturated aldehyde, and its stereocontrolled elaboration into the intended 5′ side chain of verdamicin C2 and C2a. In vitro antibacterial testing shows that both C6′ epimers in verdamicin C2 and C2a are equally active against a variety of bacterial strains. Oxidation of allylic primary azides, ethers, and esters of 2-substituted dihydro[2H]pyrans with SeO2 leads directly to the corresponding aldehydes.

Asymmetric routes to azasugars from chiral bicyclic lactams. Synthesis of 1,4-dideoxy-1,4-imino-d-lyxitol; L-Deoxymannojirimycin; rhammo-1- Deoxynojirimycin and 1-deoxy-6-epicastanospermine

Summary: By employing the appropriate chiral bicyclic lactams, the asymmetric total synthesis of four enantiopure azasugars mentioned in the title were successfully achieved. A series of diastereoselective oxidations (OsO4/NMO) followed by diastereoselective reductions (BH3, 9-BBN) gave good yields of the trisubstituted (16) and tetrasubstituted (2,3,4) pyrrolidine and piperidines respectively.

Asymmetric synthesis of L-deoxymannojirimycin

Starting from dihydropyran 1, the chiral lactam 4 was rapidly obtained. Following unsaturation, highly diastereoselective allylic oxidation and dihydroxylation furnished lactam 7 from which the azasugar, L-deoxymannojirimycin, could be prepared.

Dihydropyran derivatives and crop protection agents containing them

Crop protection agents contain dihydropyrans of the formula STR1 wherein the variable substituents are defined in the specification.

SYNTHESIS OF DIASTEREOISOMERIC 2,4,7-TRIOXA-3-PHOSPHA-3-R-3-THIONOBICYCLO(4.4.0) DECANES AS A MODEL FOR PHOSPHORUS NUCLEOPHILIC SUBSTITUTION STUDIES.

2,4,7-Trioxa-3-chloro, 3-fluoro, 3-dimethylamino, 3-methoxy, 3-(2-propanoxy)-3-phospha-3-thionobicyclo (4.4.0) decanes (trans fusion) have been prepared.The precursor diol, 2-hydroxymethyl-3-hydroxytetrahydropyran (2R*, 3S*), was obtained in two steps from 3,4-dihydro-2H-pyran.The chloridates 7a and 7b were separated by high performance liquid chromatography and the stereochemistry of the nucleophilic substitution at phosphorus (with fluoride anion, dimethylamine, methanol, 2-propanol) for each isomer was studied.The substitution of chlorine was found to occur mostly with inversion of configuration for the two isomers.Equilibrium constants were measured for 7a7b and 9a9b making it possible to calculate the corresponding standard free energies.A kinetic study of the 2-propanolysis of 7a and 7b showed that 7b reacted more slowly than 7a.It was found that the difference between the free energy of activation (ΔΔG (b-a)=1 Kcal/mol for the two isomers is close to the calculated value of the standard free energy variation ΔG0 (b-a)=-1.3 Kcal/mol.The difference between the observed reaction rates is probably due to the relative thermodynamic stabilities of the reactants.