22414-24-0

Basic information

• Product Name: 2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN
• Synonyms: 2,5-dihydro-2,5-dimethoxy-2-methyl-fura;2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN;2,5-DIHYDRO-2,5-DIMETHOXY-2-METHYLFURAN;2,5-Dimethoxy-2-methyl-2,5-dihydrofurane
• CAS NO: 22414-24-0
• Molecular Formula: C₇H₁₂O₃
• Molecular Weight: 144.17
• EINECS: 244-972-6
• Product Categories: API intermediates;Building Blocks;Furans;Heterocyclic Building Blocks
• Mol File: 22414-24-0.mol

Chemical Properties

• Boiling Point: 46 °C10 mm Hg(lit.)
• Flash Point: 115 °F
• Appearance: /
• Density: 1.019 g/mL at 25 °C(lit.)
• Vapor Pressure: 1.35mmHg at 25°C
• Refractive Index: n20/D 1.429(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN(22414-24-0)
• EPA Substance Registry System: 2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN(22414-24-0)

Safety Data

• Statements: 10
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 22414-24-0(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN is used as an intermediate in the synthesis of various industrial chemicals. Its unique structure with methoxy and methyl groups allows it to be a versatile building block for the creation of more complex molecules.
Used in Pharmaceutical Industry:
2,5-DIMETHOXY-2-METHYL-2,5-DIHYDROFURAN is used as a starting material or intermediate in the development of pharmaceutical compounds. Its presence in the furan family of compounds suggests potential applications in drug discovery and synthesis, although more research is needed to fully understand its potential in this field.

InChI:InChI=1/C7H12O3/c1-7(9-3)5-4-6(8-2)10-7/h4-6H,1-3H3

Upstream product

• 534-22-5 2-methylfuran 
• 67-56-1 methanol 
• 7726-95-6 bromine 
• 16642-33-4 5-methoxy-5-methyl-2,5-dihydro-furan-2-yl hydroperoxide 
• 124-41-4 sodium methylate 

Downstream Products

• 1632-76-4 3-methylpyridazine 
• 18138-12-0 4-(2,4-dinitro-phenylhydrazono)-pent-2-enal-(2,4-dinitro-phenylhydrazone) 
• 74684-40-5 2-(5-Methyl-furan-2-yl)-3-oxo-3-phenyl-propionic acid ethyl ester 
• 151645-42-0 rac-2-methyl-1-(tetrahydro-2'-oxofur-3'-yl)-1H-pyrrole 
• 74684-42-7 (5-Methyl-2-furyl)dibenzoylmethane 
• 591-12-8 5-methyl-2-furanone 
• 624-45-3 levulinic acid methyl ester 
• 591-11-7 5-methyl-5H-furan-2-one 
• 108307-87-5 2,5-dimethoxy-5-methyltetrahydrofuran-3-carbaldehyde 
• 1632175-10-0 C₂₇H₃₄O₄ 
• 1632174-94-7 C₂₇H₃₄O₄ 
• 50691-32-2 2-methyl-1-phenyl-1H-pyrrole 
• 636-41-9 2-methyl-1H-pyrrole 
• 74684-44-9 4-Acetyl-3-phenylcyclopent-2-enone 

Relevant articles and documents

A 2, 5 - furan two alkoxyl dihydro preparation method of compound

The invention provides a preparation method of a 2,5-dialkoxyl dihydrofuran compound. The preparation method comprises the following steps: adding a furan compound shown by a formula I, alkyl alcohol shown by a formula III and an acid-binding agent into a reactor, stirring to react with chlorine, keeping the reaction temperature to be (-25)-25 DEG C, and reacting to obtain a 2,5-dialkoxyl dihydrofuran compound shown by a formula II, wherein in the formulas, R1, R2, R3 and R4 are independent hydrogen, halogen and C1-C5 alkyl, and R1 is a C1-C12 alkyl. The method provided by the invention is less in investment, low in energy consumption and high in efficiency; the reaction method is simple, and the operation is convenient and easy to implement; the raw materials are low in price, easy to obtain, and low in production cost; a byproduct is salt and can meet requirements on environmental protection; and the preparation method is suitable for performing industrial large-scale production of the 2,5-dialkoxyl dihydrofuran compound. Particularly, when a phase transfer catalyst is added into the method provided by the invention, the method also has the advantage that the yield of a target product is obviously improved.

NEUROLOGICALLY-ACTIVE COMPOUNDS

The invention provides a compound of the formula (I): wherein R is methyl, ethyl, propyl, isopropyl, butyl, pentyl, neo-pentyl or cyclohexyl, or a salt or solvate thereof. These compounds are selective GABAC receptor antagonists. The invention also provides pharmaceutical compositions comprising a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof. The invention also provides methods of enhancing the cognitive activity of an animal and methods of stimulating memory capacity in an animal, comprising the step of administering to the animal an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt or solvate thereof.

Five-membered ring analogues of shikimic acid

Shikimate and other intermediates of the shikimate-chorismate pathway are densely functionalized structures that seem to offer limited options for skeletal modification. We designed and synthesized cyclopentylidenes 1 and 2, as well as cyclopentenes 3 and 4, as novel ring-contracted analogues of shikimic acid. Enzymatic studies showed that analogues 1-3 are indeed processed by shikimate kinase to give phosphates 1-P, 2-P, and 3-P as five-membered ring analogues of shikimate-3-phosphate. In particular, analogue 1 is converted by the enzyme at a rate only 3.5-fold slower than that of the native substrate, while analogue 3 binds to shikimate kinase with an apparent Km of 1.7 mM, compared to 0.14 mM for shikimate.

A Novel Synthesis of rac-5-(Hydroxymethyl)-1-(Tetrahydro-2'-oxofur-3'-yl)-1H-pyrrole-2-carboxaldehyde

A novel six-step synthesis of rac-5-(hydroxymethyl)-1-(tetrahydro-2'-oxofur-3'-yl)-1H-pyrrole-2-carboxaldehyde (rac-1) starting from 2-methylfuran has been developed.The key step is the formation of rac-2-methyl-1-(tetrahydro-2'-oxofur-3'-yl)-1H-pyrrole (rac-7) according to the Clauson-Kaas procedure.Subsequent Vilsmeier formylation, oxidation with lead tetraacetate, and enzymatic hydrolysis led to rac-1.

Intermediates for synthesizing BH4 and its derivatives

The present invention relates to intermediates for synthesizing BH4 and derivatives thereof. The intermediates are shown as follows: STR1 wherein R1 is a hydrogen atom, alkyl, aralkyl, or aryl group; R2 is an alkyl, hydroxyalkyl, or polyhydroxyalkyl group; R3 and R4 are the same or different and represent alkyl, aralkyl, or aryl group; R5, R6, R7, and R8 are the same or different and represent a hydrogen atom or acyl group; R9 is an alkyl, aralkyl, or aryl group; R10 and R11 are the same or different and represent a hydrogen atom or acyl group; n is an integer of 5 or less; and HX is an acid. The invention also relates to a process for the preparation of L-biopterin.

A PHOTO-OXIDATIVE ANALOGUE OF THE CLAUSON-KAAS REACTION

2,5-Dimethoxy-2,5-dihydrofurans and spiroketals are obtained upon V2O5-catalysed degradation of hydroperoxides formed in furan photo-oxidations.