| Identification | Back Directory | [Name]
TETRAHYDRO-PYRAN-3-CARBALDEHYDE | [CAS]
77342-93-9 | [Synonyms]
RARECHEM AK ML 0583
oxane-3-carbaldehyde
tetrahydro-2h-pyran-3-carbaL
TETRAHYDRO-PYRAN-3-CARBALDEHYDE
tetrahydropyran-3-carboxaldehyde
tetrahydro-2H-pyran-3-carbaldehyde
Tetrahydro-2H-pyran-3-carboxaldehyde
2H-PYRAN-3-CARBOXALDEHYDE, TETRAHYDRO-
2H-Pyran-3-carboxaldehyde, tetrahydro- (9CI) | [Molecular Formula]
C6H10O2 | [MDL Number]
MFCD03789633 | [MOL File]
77342-93-9.mol | [Molecular Weight]
114.14 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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