Tetrahydropyran

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H10O
Molecular Weight	86.1323
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1CCOCC1

InChI

InChIKey=DHXVGJBLRPWPCS-UHFFFAOYSA-N

InChI=1S/C5H10O/c1-2-4-6-5-3-1/h1-5H2

HIDE SMILES / InChI

Molecular Formula	C5H10O
Molecular Weight	86.1323
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
The evidence for an anomeric effect of the proton.	2005-11-21	16157313
Use of allyl, 2-tetrahydrofuryl, and 2-tetrahydropyranyl ethers as useful C3-, C4-, and C5-carbon sources: palladium-catalyzed allylation of aldehydes.	2005-11-04	16130159
A pilot study on the use of silicone oil-RMN3 as heavier-than-water endotamponade agent.	2005-11	15983817
Total synthesis of a diastereomer of the marine natural product clavosolide A.	2005-10-28	16220183
Banana lectin is unique in its recognition of the reducing unit of 3-O-beta-glucosyl/mannosyl disaccharides: a calorimetric study.	2005-10	15888634
Prins cyclizations in silyl additives with suppression of epimerization: versatile tool in the synthesis of the tetrahydropyran backbone of natural products.	2005-09-29	16178566
Enzymatic cyclizations of squalene analogs with threo- and erythro-diols at the 6,7- or 10,11-positions by recombinant squalene cyclase. Trapping of carbocation intermediates and mechanistic insights into the product and substrate specificities.	2005-09-07	16106294
Synthesis of the non-classical acetogenin mucocin: a modular approach based on olefinic coupling reactions.	2005-08-07	16032353
Stereoselective synthesis of (+)-SCH 351448: a unique ligand system for sodium, calcium, and other cations.	2005-08-05	16050693
Utilization of an oxonia-Cope rearrangement as a mechanistic probe for Prins cyclizations.	2005-07-13	15998101
(+)-Sorangicin A synthetic studies. Construction of the C(1-15) and C(16-29) subtargets.	2005-07-07	15987215
Stereoselective synthesis of premisakinolide A, the monomeric counterpart of the marine 40-membered dimeric macrolide misakinolide A.	2005-07-07	15987172
Shift to Pseudomonic acid B production in P. fluorescens NCIMB10586 by mutation of mupirocin tailoring genes mupO, mupU, mupV, and macpE.	2005-07	16039529
Stereoselective synthesis of the tetrahydropyran core of polycarvernoside A.	2005-06-23	15957921
Synthesis of a tetrahydropyran NK1 receptor antagonist via asymmetric conjugate addition.	2005-05-27	15903319
Total synthesis of mycalamide A.	2005-05-25	15898759
Total synthesis of (-)-kendomycin exploiting a Petasis-Ferrier rearrangement/ring-closing olefin metathesis synthetic strategy.	2005-05-18	15884927
5-Lipoxygenase inhibitors: convenient synthesis of 4-[3-(4-heterocyclylphenylthio)phenyl]-3,4,5,6-tetrahydro-2H-pyran-4-carboxamide analogues.	2005-05-16	15863327
Ophiocerins A-D and ophioceric acid: tetrahydropyran derivatives and an africane sesquiterpenoid from the freshwater aquatic fungus Ophioceras venezuelense.	2005-05	15921413
Application of vinyl tris(trimethylsilyl)germanes in Pd-catalyzed couplings.	2005-04-15	15822995
Enantioselective synthesis of the C18-C25 segment of lasonolide A by an oxonia-cope prins cascade.	2005-04-14	15816759
Theoretical study of inversion and topomerization processes of substituted cyclohexanes: the relevance of the energy 3D hypersurface.	2005-04	15881583
Applications of the amino-Cope rearrangement: synthesis of tetrahydropyran, delta-lactone and piperidine targets.	2005-03-07	15731867
Mupirocin W, a novel pseudomonic acid produced by targeted mutation of the mupirocin biosynthetic gene cluster.	2005-03-07	15726184
A lipophilic hexaporphyrin assembly supported on a stannoxane core.	2005-03-02	15724993
Synthetic efforts toward the C22-C36 subunit of halichondrin B utilizing local and imposed symmetry.	2005-02-17	15704938
Tetrahydropyran formation by rearrangement of an epoxy ester: a model for the biosynthesis of marine polyether toxins.	2005-01-21	15651829
Total synthesis of pyranicin.	2005-01-20	15646957
Oxonia-cope prins cyclizations: a facile method for the synthesis of tetrahydropyranones bearing quaternary centers.	2004-12-08	15571386
Total synthesis of kendomycin: a macro-C-glycosidation approach.	2004-11-17	15535687
Asymmetric synthesis of the tetrahydropyran ring, C32-C38 fragment, of phorboxazoles.	2004-11-11	15524477
Toward the total synthesis of phorboxazole B: an efficient synthesis of the C20-C46 segment.	2004-11-11	15524458
Phorboxazole B synthetic studies: construction of C(1-32) and C(33-46) subtargets.	2004-10-21	15480468
On the 6-endo selectivity in 4-penten-1-oxyl radical cyclizations.	2004-09-29	15382948
Nanoreinforcement of poly(propylene fumarate)-based networks with surface modified alumoxane nanoparticles for bone tissue engineering.	2004-09-14	15360315
Axial-selective prins cyclizations by solvolysis of alpha-bromo ethers.	2004-08-18	15303848
Platinum-catalyzed intramolecular hydroalkoxylation of gamma- and delta-hydroxy olefins to form cyclic ethers.	2004-08-11	15291546
Iron wheels on silicon: wetting behavior and electronic structure of adsorbed organostannoxane clusters.	2004-07-20	15248732
Intraocular inflammation following endotamponade with high-density silicone oil.	2004-07	15029505
Chamuvarinin, an acetogenin bearing a tetrahydropyran ring from the roots of Uvaria chamae.	2004-06	15217292
Toward ideal (trans)esterification by use of fluorous distannoxane catalysts.	2004-05	15147169
High intensity physical group training in water--an effective training modality for patients with COPD.	2004-05	15139572
Efficient solid-phase synthesis of clavulones via sequential coupling of alpha- and omega-chains.	2004-04-01	15040733
Enantioselective synthesis of (--)-gilbertine via a cationic cascade cyclization.	2004-03-24	15025481
(+/-)-cis-(6-Ethyl-tetrahydropyran-2-yl)-formic acid: a novel substance with antinociceptive properties.	2004-03-22	15006406
2,6-diarylaminotetrahydropyrans from reactions of glutaraldehyde with anilines: models for biomolecule cross-linking.	2004-03	15025508
Synthesis and structural characterization of a terminal hydroxide containing alumoxane via hydrolysis of aluminum hydrides.	2004-02-23	14966954
Stereochemistry of nucleophilic substitution reactions depending upon substituent: evidence for electrostatic stabilization of pseudoaxial conformers of oxocarbenium ions by heteroatom substituents.	2003-12-17	14664599
Total synthesis and biological evaluation of (-)apicularen A and analogues thereof.	2003-12-15	14679529
Total synthesis of (+)-phorboxazole A, a potent cytostatic agent from the sponge Phorbas sp.	2003-12-07	14685321

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:44:51 GMT 2025` Edited by `admin` on `Mon Mar 31 18:44:51 GMT 2025`
Record UNII	V06I3ILG6B
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

Tetrahydropyran

Systematic Name

English

NSC-65448

Preferred Name

English

TETRAHYDROPYRAN [MI]

Common Name

English

TETRAHYDROPYRAN [HSDB]

Common Name

English

Code System Code Type Description

ECHA (EC/EINECS)

205-552-8