TETRAHYDRO-PYRAN-3-CARBALDEHYDE Chemical Properties

Boiling point:

179-181 °C(Press: 761 Torr)

Density 

1.0609 g/cm3

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

form 

liquid

color 

Clear, almost colourless

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

HS Code 

2932990090

TETRAHYDRO-PYRAN-3-CARBALDEHYDE Usage And Synthesis

Uses

Tetrahydro-?pyran-?3-?carbaldehyde is a key intermediate for the synthesis of a novel 5-lipoxygenase inhibitor. Also it is a reactant used to synthesize tetrahydropyran esters as attractant toward Blattella germanica and Supella longipalpa.

Synthesis

General procedure for the synthesis of tetrahydropyran-3-carbaldehyde from 5,6-dihydro-2H-pyran-3-carbaldehyde: 10% Pd/C catalyst (600 mg) was slowly added to a solution of 5,6-dihydro-2H-pyran-3-carbaldehyde (6 g, 53.5 mmol) in methanol (10 mL). The reaction mixture was stirred under hydrogen (40 psi) atmosphere. Upon completion of the reaction, the reaction mixture was filtered through diatomaceous earth, the precipitate was washed with methanol and the filtrate was concentrated under vacuum. The residue was purified by fractional distillation at 125°C/20 mmHg to afford tetrahydropyran-3-carbaldehyde (5.5 g, 91.6% yield). Mass spectral (MS) data (m/z): [M + H]+, 115.1.

References

[1] Molecular Pharmacology, 2015, vol. 87, # 3, p. 477 - 491
[2] Patent: WO2016/85939, 2016, A2. Location in patent: Paragraph 00260
[3] Patent: US5071863, 1991, A
[4] Chemistry and Industry (London, United Kingdom), 1955, p. 1772
[5] Chemistry and Industry (London, United Kingdom), 1955, p. 1772

TETRAHYDRO-PYRAN-3-CARBALDEHYDE(77342-93-9)Related Product Information

• TETRAHYDRO-PYRAN-4-CARBALDEHYDE,Tetrahydro-pyran-4-carbaldehyde ,97%
• TETRAHYDRO-2H-PYRAN-3-CARBOXYLIC ACID
• TETRAHYDRO-2H-PYRAN-3-OL
• 4-Amidinotetrahydro-2H-pyran hydrochloride
• Tetrahydropyran-4-boronic acid pinacol ester
• Tetrahydro-4-pyranol
• Tetrahydropyranyl-4-acetic acid
• Methyl tetrahydropyran-4-carboxylate
• Tetrahydro-4H-pyran-4-one
• Tetrahydro-2H-pyran-4-carboxylic acid
• 2-(TETRAHYDRO-PYRAN-4-YL)-ETHANOL
• TETRAHYDRO-2H-PYRAN-4-CARBOXAMIDE
• Tetrahydro-pyran-4-yl)-hydrazine
• Ethyl Tetrahydropyran-4-Carboxylate
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• 4-Aminotetrahydro-2H-pyran acetate
• [(Tetrahydro-2H-pyran-4-yl)methyl]hydrazine dihydrochloride
• ETHYL TETRAHYDROPYRAN-4-YL-ACETATE