5337-04-2

Basic information

• Product Name: tetrahydropyran-4,4-dicarboxylic acid
• Synonyms: tetrahydropyran-4,4-dicarboxylic acid;4,4-Tetrahydropyrandicarboxylic Acid;Dihydro-2H-pyran-4,4(3H)-dicarboxylic acid;tetrahydro-4H-pyran-4,4-dicarboxylic acid;oxane-4,4-dicarboxylic acid
• CAS NO: 5337-04-2
• Molecular Formula: C7H10O5
• Molecular Weight: 174.1513
• Mol File: 5337-04-2.mol

Chemical Properties

• Melting Point: 87 °C
• Boiling Point: 412.3°Cat760mmHg
• Flash Point: 176°C
• Appearance: /
• Density: 1.446g/cm³
• Vapor Pressure: 5.91E-08mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 1.75±0.20(Predicted)
• CAS DataBase Reference: tetrahydropyran-4,4-dicarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: tetrahydropyran-4,4-dicarboxylic acid(5337-04-2)
• EPA Substance Registry System: tetrahydropyran-4,4-dicarboxylic acid(5337-04-2)

Safety Data

• Hazardous Substances Data: 5337-04-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Tetrahydropyran-4,4-dicarboxylic acid serves as a key building block in the organic synthesis of various pharmaceuticals. Its unique structure allows for the development of new medicinal compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, tetrahydropyran-4,4-dicarboxylic acid is utilized as a precursor in the synthesis of agrochemicals, contributing to the development of innovative and effective products for agricultural use.
Used in Polymer Production:
Tetrahydropyran-4,4-dicarboxylic acid is employed in the production of polymers, where its cyclic structure and functional groups contribute to the formation of polymers with specific properties and applications.
Used as a Ligand in Coordination Chemistry:
In coordination chemistry, tetrahydropyran-4,4-dicarboxylic acid acts as a ligand, forming complexes with metal ions. This application allows for the exploration of new materials with unique properties and potential uses in various fields.
Used in the Development of New Materials:
Due to its unique structure and reactivity, tetrahydropyran-4,4-dicarboxylic acid has potential applications in the development of new materials with specific properties, such as improved stability, reactivity, or selectivity.

InChI:InChI=1/C7H10O5/c8-5(9)7(6(10)11)1-3-12-4-2-7/h1-4H2,(H,8,9)(H,10,11)

Upstream product

• 5382-77-4 tetrahydro-pyran-4,4-dicarboxylic acid diethyl ester 
• 34270-90-1 2,2'-diiodoethyl ether 
• 105-53-3 diethyl malonate 
• 111511-90-1 dihydro-2H-pyran-4,4(3H)-dicarbonitrile 
• 111-44-4 3-oxa-1,5-dichloropentane 
• 108-59-8 malonic acid dimethyl ester 
• 30431-99-3 4-cyano-tetrahydro-pyran-4-carboxylic acid ethyl ester 

Downstream Products

• 5337-03-1 tetrahydro-2H-pyran-4-carboxylic acid 
• 40191-32-0 tetrahydro-2H-pyran-4-carbonylchloride 
• 26170-23-0 tetrahydro-N-methyl-N-phenyl-2H-pyran-4-carboxamide 
• 195503-45-8 N-methyl-N-phenyl-6-oxa-1-azaspiro[2.5]oct-1-en-2-amine 
• 195503-54-9 4-(2-Benzyloxycarbonylamino-2-methyl-propionylamino)-tetrahydro-pyran-4-carboxylic acid 
• 195503-53-8 {1-Methyl-1-[4-(methyl-phenyl-carbamoyl)-tetrahydro-pyran-4-ylcarbamoyl]-ethyl}-carbamic acid benzyl ester 
• 195503-55-0 (1-Methyl-1-{4-[1-methyl-1-(methyl-phenyl-carbamoyl)-ethylcarbamoyl]-tetrahydro-pyran-4-ylcarbamoyl}-ethyl)-carbamic acid benzyl ester 
• 100277-27-8 (tetrahydro-2H-thiopyran-4-yl)methanol 
• 128094-82-6 tetrahydro-thiopyran-4-carboxylic acid methyl ester 

Relevant articles and documents

2-OXO-2- (2-PHENYL-5,6,7,8-TETRAHYDRO-INDOLIZIN-3-YL) -ACETAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically and agriculturally acceptable salts thereof: wherein: R1, R2, R3, R4, R5, R6, R7, R8, A1, L1 and n are as defined herein. These compounds and their pharmaceutically acceptable salts are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

2- [ (2-SUBSTITUTED) -IND0LIZIN-3-YL] -2-OXO-ACETAMIDE DERIVATIVES AS ANTIFUNGAL AGENTS

The invention provides compounds of formula (I), and pharmaceutically acceptable salts thereof wherein: Rl, R2, R3, R4, R5, R6, R7, X and X1 are as defined herein. These compounds are useful in the manufacture of medicaments for use in the prevention or treatment of a fungal disease. Compounds of formula (I), and agriculturally acceptable salts thereof, may also be used as agricultural fungicides.

METHOD FOR PRODUCING NITRILE COMPOUND, CARBOXYLIC ACID COMPOUND OR CARBOXYLATE COMPOUND

The present invention discloses a process for preparing a nitrile compound, a carboxylic acid compound or a carboxylic acid ester compound represented by the formula (2): wherein R represents a cyano group, a carboxyl group or an ester group, R1 and R2 each represent a group which does not participate in the reaction, which may have a substituent, and R1 and R2 may be combined to each other to form a ring, which comprises subjecting an acetic acid compound represented by the formula (1): wherein R, R1 and R2 have the same meanings as defined above, to decarboxylation in the presence of a metal catalyst.

INDOLE, INDAZOLE, AND BENZAZOLE DERIVATIVE

The compound of the formula (I): wherein W is a group of the following formula (VIII) binding to any possible position on the Q: Q is, together with W, a group of the formula: -C(M=C(R3A)-N(R3)-, etc.; R3A is H or optionally substituted lower alkyl; R4, R5, R6, and R7 are independently H or optionally substituted lower alkyl; R1 is optionally substituted lower alkyl, etc.; R2 is H, etc.; R3 is H, etc.; Ar is phenyl, etc., or a pharmaceutically acceptable salt thereof, where these compounds exhibiting β3-adrenoceptor-stimulating activity and being useful as a medicament for treatment of obesity, etc.

Pharmaceutical compositions and methods for effecting dopamine release

Patients susceptible to or suffering from disorders, such as central nervous system disorders, which are characterized by an alteration in normal neurotransmitter release, such as dopamine release (e.g., Parkinsonism, Parkinson's Disease, Tourette's Syndrome, attention deficient disorder, or schizophrenia), are treated by administering a 1-aza-2-(3-pyridyl)bicyclo[2.2.1]heptane, a 1-aza-2-(3-pyridyl)bicyclo[2.2.2]octane, a 1-aza-2-(3-pyridyl)bicyclo[3.2.1]octane, a 1-aza-2-(3-pyridyl)bicyclo[3.2.2]nonane, a 1-aza-7-(3-pyridyl) bicyclo[2.2.1]heptane, a 1-aza-3-(3-pyridyl)bicyclo[3.2.2]nonane, or a 1-aza-7-(3-pyridyl)bicyclo[3.2.2]nonane. The compounds can exist as individual stereoisomers, racemic mixtures, diastereomers and the like.

Pharmaceutical compositions and methods for effecting dopamine release

Patients susceptible to or suffering from disorders, such as central nervous system disorders, which are characterized by an alteration in normal neurotransmitter release, such as dopamine release (e.g., Parkinsonism, Parkinson's Disease, Tourette's Syndrome, attention deficient disorder, or schizophrenia) are treated by administering an endo or exo form of a 1-aza-2-(3-pyridyl)bicyclo[2.2.1]heptane, a 1-aza-2-(3-pyridyl)bicyclo[2.2.2]octane, a 1-aza-2-(3-pyridyl)bicyclo[3.2.2]nonane, a 1-aza-7-(3-pyridyl)bicyclo[2.2.1]heptane, a 1-aza-3-(3-pyridyl)bicyclo[3.2.2]nonane, or a 1-aza-7-(3-pyridyl)bicyclo[3.2.2]nonane.

112. Novel heterospirocyclic 3-amino-2H-azirines as synthons for heterocyclic α-amino acids)

The heterospirocyclic N-methyl-N-phenyl-2H-azirin-3-amines (3-(N- methyl-N-phenylamino)-2H-azirines) 1a-d with a tetrahydro-2H-pyran, tetrahydro-2H-thiopyran, and a N-protected piperidine ring respectively, were synthesized from the corresponding heterocyclic 4-carboxamides 2 by consecutive treatment with lithium diisopropylamide (LDA), diphenyl phosphorochloridate (DPPCl), and sodium azide (Scheme 4). The reaction of these aminoazirines with thiobenzoic acid in CH2Cl2 at room temperature gave the thiocarbamoyl-substituted benzamides 13a-d in high yield. The azirines 1a-d were used as synthons for heterocyclic α-amino acids in the preparation of tripeptides of the type Z-Aib-Xaa-Aib-N(Ph)Me (18) by following the protocol of the 'azirine/ox-azolone method': treatment of Z- Aib with 1 to give the dipeptide amide 15, followed by selective hydrolysis to the corresponding acid 16 and coupling with the 2,2-dimethyl-2H-azirin-3- amine 17 gave 18, again in high yield (Scheme 5). With some selected examples of 18, the selective deprotection of the amino and the carboxy group, respectively, was demonstrated (Scheme 6). The solid-state conformations of the protected tripeptides 18a-d, as well as that of the corresponding carbocyclic analogue 18e, were determined by X-ray crystallography (Figs. 1- 3 and Tables 1-3). All five tripeprides adopt a β-turn conformation of type III or III. The solvent dependence of the chemical shifts of the NH resonances (Fig. 6) suggests that there is an intramolecular H-bond between H-N(4) and O(11) in all cases, which is an indication that a relatively rigid β-turn structure also persists in solution. Surprisingly, the tripeptide acid 20a shows no intramolecular H-bond in the crystalline state (Fig. 7); O(11) is involved in an intermolecular H-bond with the OH group of the carboxy function.

SYNTHESIS OF OXOSULFONIUM SALTS BY THE OXIDATION OF SULFONIUM SALTS

A general synthetic method for oxosulfonium salts by oxidation of sulfonium salts with sodium perbenzoate (or sodium m-chloroperbenzoate) was developed.In case of the oxidation of aryldimethylsulfonium salts, the corresponding oxosulfonium salts (1e-h) were obtained in 64-91percent yields.Diphenylmethylsulfonium and triphenylsulfonium salts were also oxidized with sodium perbenzoate to afford the corresponding oxosulfonium salts (1i and 1j) in 75 and 58percent yields, respectively.Trialkylsulfonium salts such as trimethylsulfonium, dimethyloctylsulfonium, S-methylthiolanium, and S-methyl(pentamethylene)sulfonium salts, were also oxidized to the corresponding oxosulfonium salts (1a-d) in good yields.To clarify the reaction mechanisms, the oxidation of bicycloheptane-1-sulfonium salt (5) was investigated and found to afford oxosulfonium salt (6) in 50percent yield.A reaction mechanism involving nucleophilic attack by perbenzoate anion on the cationic sulfur atom of sulfonium salt and giving an S-O sulfurane intermediate is proposed.

Water soluble platinum complexes of novel malonate derivatives

This disclosure describes water soluble platinum complexes of novel malonate derivatives which possess the property of inhibiting the growth of tumors in mammals.