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Chemistry
Heterocyclic Building Blocks
Pyrans
3,4-Dihydro-2H-pyran-5-carbaldehyde
Chemistry
Heterocyclic Building Blocks
Organic Building Blocks
Pyrans
Aldehydes Aliphatic Heterocycles

[ CAS No. 25090-33-9 ]

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Cat. No.: {[proInfo.prAm]}
Chemical Structure| 25090-33-9
Chemical Structure| 25090-33-9
Structure of 25090-33-9 * Storage: {[proInfo.prStorage]}
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Quality Control of [ 25090-33-9 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 25090-33-9 ]

SDS Specification
Alternatived Products of [ 25090-33-9 ]

Product Details of [ 25090-33-9 ]

CAS No. :25090-33-9 MDL No. :MFCD00085019
Formula : C6H8O2 Boiling Point : -
Linear Structure Formula :- InChI Key :WWZVSCJTMPYTLY-UHFFFAOYSA-N
M.W :112.13 g/mol Pubchem ID :2736151
Synonyms :

Calculated chemistry of [ 25090-33-9 ]

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 0.5
Num. rotatable bonds : 1
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 29.65
TPSA : 26.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.74 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.44
Log Po/w (XLOGP3) : 0.34
Log Po/w (WLOGP) : 0.88
Log Po/w (MLOGP) : -0.04
Log Po/w (SILICOS-IT) : 1.57
Consensus Log Po/w : 0.84

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.56

Water Solubility

Log S (ESOL) : -0.68
Solubility : 23.2 mg/ml ; 0.207 mol/l
Class : Very soluble
Log S (Ali) : -0.46
Solubility : 39.2 mg/ml ; 0.35 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.65
Solubility : 25.2 mg/ml ; 0.225 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.78

Safety of [ 25090-33-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 25090-33-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 25090-33-9 ]

[ 25090-33-9 ] Synthesis Path-Downstream   1~58

  • 1
  • [ 78637-85-1 ]
  • [ 25090-33-9 ]
  • 3-[(5Z,7E,13Z,15E)-14-(3-Hydroxy-propyl)-4H,12H-2,10-dithia-4,8,12,16-tetraaza-dicyclopenta[a,h]cyclotetradecen-6-yl]-propan-1-ol [ No CAS ]
Reference： [1]Chemische Berichte,1985,vol. 118,p. 2565 - 2570
  • 2
  • [ 69549-51-5 ]
  • [ 25090-33-9 ]
Reference： [1]Synthesis,1982,p. 673 - 677
[2]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 3
  • [ 1076-38-6 ]
  • [ 25090-33-9 ]
  • [ 132387-94-1 ]
  • 3-(3-hydroxypropyl)-2-methoxy-2H,5H-pyrano<3,2-c><1>benzopyran-5-one [ No CAS ]
Reference： [1]Helvetica Chimica Acta,1990,vol. 73,p. 1865 - 1878
  • 4
  • [ 81927-47-1 ]
  • [ 25090-33-9 ]
  • [ 81927-46-0 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 5
  • [ 38608-07-0 ]
  • [ 25090-33-9 ]
  • [ 81927-45-9 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 6
  • [ 25090-33-9 ]
  • [ 41309-43-7 ]
  • [ 117361-34-9 ]
Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 168 - 194
  • 7
  • [ 25090-33-9 ]
  • [ 13200-60-7 ]
  • [((Z)-2-Formyl-5-hydroxy-pent-1-enyl)-methyl-amino]-acetic acid ethyl ester [ No CAS ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 8
  • [ 25090-33-9 ]
  • [ 6436-90-4 ]
  • [Benzyl-((Z)-2-formyl-5-hydroxy-pent-1-enyl)-amino]-acetic acid ethyl ester [ No CAS ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 9
  • [ 25090-33-9 ]
  • [ 1779-49-3 ]
  • [ 87567-27-9 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 10
  • [ 25090-33-9 ]
  • [ 76143-53-8 ]
  • [ 83725-00-2 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 11
  • [ 25090-33-9 ]
  • [ 81927-49-3 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 12
  • [ 25090-33-9 ]
  • [ 76143-53-8 ]
  • [ 64-19-7 ]
  • [ 136873-52-4 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 13
  • [ 25090-33-9 ]
  • [ 64-19-7 ]
  • [ 1225387-53-0 ]
  • [ 83725-01-3 ]
Reference： [1]Synthesis,1982,p. 673 - 677
[2]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 14
  • [ 25090-33-9 ]
  • [ 64-19-7 ]
  • [ 31230-17-8 ]
  • [ 136899-80-4 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 15
  • [ 25090-33-9 ]
  • [ 64-19-7 ]
  • [ 16115-82-5 ]
  • Acetic acid 3-(3-nitro-pyrazolo[1,5-a]pyrimidin-6-yl)-propyl ester [ No CAS ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 16
  • [ 25090-33-9 ]
  • [ 3171-45-7 ]
  • [ 81927-44-8 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 17
  • [ 25090-33-9 ]
  • [ 1225387-53-0 ]
  • [ 83724-97-4 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 18
  • [ 25090-33-9 ]
  • [ 31230-17-8 ]
  • [ 83724-99-6 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 19
  • [ 25090-33-9 ]
  • [ 95-54-5 ]
  • [ 81927-43-7 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 20
  • [ 25090-33-9 ]
  • [ 616-34-2 ]
  • ((Z)-2-Formyl-5-hydroxy-pent-1-enylamino)-acetic acid methyl ester [ No CAS ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 21
  • [ 25090-33-9 ]
  • [ 16115-82-5 ]
  • [ 83724-98-5 ]
Reference： [1]Synthesis,1982,p. 673 - 677
  • 22
  • [ 25090-33-9 ]
  • [ 1187-42-4 ]
  • [ 81927-48-2 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 23
  • [ 25090-33-9 ]
  • [ 55904-36-4 ]
  • 3-[(5Z,7E,13Z,15E)-14-(3-Hydroxy-propyl)-4H,12H-2,10-dithia-1,3,4,8,9,11,12,16-octaaza-dicyclopenta[a,h]cyclotetradecen-6-yl]-propan-1-ol [ No CAS ]
Reference： [1]Chemische Berichte,1985,vol. 118,p. 1278 - 1281
  • 24
  • [ 25090-33-9 ]
  • [ 104337-49-7 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 25
  • [ 25090-33-9 ]
  • [ 104337-50-0 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 26
  • [ 25090-33-9 ]
  • [ 104337-52-2 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 27
  • [ 25090-33-9 ]
  • [ 104351-07-7 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 28
  • [ 25090-33-9 ]
  • [ 104337-51-1 ]
Reference： [1]Chemische Berichte,1986,vol. 119,p. 3204 - 3207
  • 29
  • [ 25090-33-9 ]
  • cis-5,6,7,7a-tetrahydrocyclopenta<b>pyran-1(3aH)-one [ No CAS ]
Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 168 - 194
  • 30
  • [ 25090-33-9 ]
  • [ 117360-72-2 ]
Reference： [1]Helvetica Chimica Acta,1988,vol. 71,p. 168 - 194
  • 31
  • [ 25090-33-9 ]
  • [ 123476-49-3 ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 32
  • [ 25090-33-9 ]
  • [ 123476-56-2 ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 33
  • [ 25090-33-9 ]
  • [ 123476-64-2 ]
Reference： [1]Synthesis,1989,p. 337 - 340
  • 34
  • [ 110-87-2 ]
  • 9,10-dioxo-9,10-dihydro-anthracene-1-selenic acid methyl ester [ No CAS ]
  • [ 25090-33-9 ]
Reference： [1]Chemische Berichte,1982,vol. 115,p. 1657 - 1661
  • 35
  • [ 78637-85-1 ]
  • [ 25090-33-9 ]
  • [ 6018-89-9 ]
  • [ 97385-96-1 ]
Reference： [1]Chemische Berichte,1985,vol. 118,p. 2565 - 2570
  • 36
  • [ 110-87-2 ]
  • [ 68-12-2 ]
  • [ 25090-33-9 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 37
  • [ 3524-32-1 ]
  • [ 25090-33-9 ]
  • [ 1061704-68-4 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 38
  • [ 934-32-7 ]
  • [ 25090-33-9 ]
  • [ 1061704-97-9 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 39
  • [ 873-83-6 ]
  • [ 25090-33-9 ]
  • [ 1061704-98-0 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 40
  • [ 1131-18-6 ]
  • [ 25090-33-9 ]
  • [ 1061704-88-8 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 41
  • [ 25090-33-9 ]
  • [ 19652-13-2 ]
  • [ 1061704-91-3 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 42
  • [ 25090-33-9 ]
  • [ 64-19-7 ]
  • [ 61-82-5 ]
  • [ 1061704-92-4 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 43
  • [ 25090-33-9 ]
  • [ 64-19-7 ]
  • [ 3528-58-3 ]
  • [ 1061704-96-8 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 44
  • [ 25090-33-9 ]
  • [ 151293-15-1 ]
  • [ 1061704-94-6 ]
Reference： [1]Bioorganic and Medicinal Chemistry,2008,vol. 16,p. 7167 - 7176
  • 45
  • [ 25090-33-9 ]
  • [ 1261072-68-7 ]
Reference： [1]Organic Letters,2011,vol. 13,p. 414 - 417
  • 46
  • [ 25090-33-9 ]
  • (7R,7aS/7S,7aR)-5-ethoxy-7-phenyl-3,4,7,7a-tetrahydrocyclopenta[b]pyran-6(2H)-one [ No CAS ]
Reference： [1]Organic Letters,2011,vol. 13,p. 414 - 417
  • 47
  • [ 25090-33-9 ]
  • C16H18O2 [ No CAS ]
Reference： [1]Organic Letters,2011,vol. 13,p. 414 - 417
  • 48
  • [ 25090-33-9 ]
  • [ 536-74-3 ]
  • [ 1261072-67-6 ]
Reference： [1]Organic Letters,2011,vol. 13,p. 414 - 417
  • 49
  • [ 25090-33-9 ]
  • 5,6,6-trimethyl-1,2,3,6-tetrahydropyrrolo[3,2,1-ij]quinolinium acetate [ No CAS ]
  • [ 1267634-14-9 ]
YieldReaction ConditionsOperation in experiment
[00186] S-CC/^i^-S-C^-l-Cl^-Dimethyl-S^-dihydro-lH-pyrrolo^^^-i/lquinolin- 2(4H)-ylidene)ethylidene)-6-hydroxyhex-l-enyl)-6,6-dimethyl-l,2,3,6- tetrahydropyrrolo [3,2,1-//] quinolinium chloride (PBI 3688). To a stirred solution of 5,6,6- trimethyl-l,2,3,6-tetrahydropyrrolo[3,2,l-ij]quinolinium acetate (500.0 mg, 1.93 mmol) in 5 rnL EtOH was added 5,6-dihydro-4Eta-pyran-3-carbaldehyde (93 mg, 0.83 mmol) and 2.5 mL acetic acid The resulting solution was heated to 500C for 2 hours. After cooling the volatiles were removed under reduced pressure. The subsequent residue was dissolved in 5 mL ethanol/2 mL triethylamine. This mixture was heated to reflux for 2.5 hours, cooled to room temperature, diluted with CH2Cl2, washed with 2 M HCl (aqueous) and concentrated. The residue was purified by silica gel chromatography, giving the product as a blue solid. 1H-NMR (CDCl3, 300 MHz): delta 7.54 (d, 2H), 7.10 (m, 6H), 6.32 (d, 2H), 4.14(t, 4H), 3.76 (t, 2H), 2.81 (m, 6H), 2.25 (m, 4H), 1.80 (m, 2H), 1.67 (s, 12H) ppm; MS m/z calculated for C34H4IN2 O (M+): 493.3. Found 493.4 (M +, ESI+).
Reference： [1]Patent: WO2011/26085,2011,A2 .Location in patent: Page/Page column 56
  • 50
  • [ 25090-33-9 ]
  • [ 1267634-04-7 ]
  • (E)-2-((E)-3-((E)-2-(1,1-dimethyl-9-sulfo-1,4,5,6-tetrahydropyrrolo[3,2,1-ij]quinolinium-2-yl)vinyl)-6-hydroxyhex-2-enylidene)-1,1-dimethyl-1,4,5,6-tetrahydro-1H-pyrrolo[3,2,1-ij]quinoline-9-sulfonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
[00187] (^)-2-((^)-3-((^)-2-(6,6-Dimethyl-7-sulfo-l,2,3,6-tetrahydropyrrolo[3,2,l- ij]quinolinium-5-yl)vinyl)-6-hydroxyhex-2-enylidene)-l,l-dimethyl-2,4,5,6-tetrahydro-lH- pyrrolo[3,2,l-//]quinoline-9-sulfonate (PBI 3786). To a stirred solution of 5,6,6-trimethyl- 1,2,3, 6-tetrahydropyrrolo[3,2,l-ij]quinolinium-7-sulfonate (3.80 g, 13.55 mmol) in 30 mL EtOH was added 5,6-dihydro-4Eta-pyran-3-carbaldehyde (690.0 mg, 6.16 mmol) and 8 mL acetic acid The resulting solution was heated to 500C for 2.5 hours. After cooling the volatiles were removed under reduced pressure. The residue was dissolved in 30 mL ethanol/5 mLtriethylamine. This mixture was heated to reflux for 3 hours, cooled to room temperature acidified with 2 M HCl (aqueous) and concentrated. The resulting solid was stirred in isopropanol to give the product as a blue solid that was collected by vacuum filtration. MS m/z calculated for C34H4IN2O7S2 (M+): 653.24. Found 653.2 (M+, ESI+).
Reference： [1]Patent: WO2011/26085,2011,A2 .Location in patent: Page/Page column 56
  • 51
  • [ 25090-33-9 ]
  • [ 1335223-56-7 ]
Reference： [1]Carbohydrate Research,2011,vol. 346,p. 1654 - 1661
  • 52
  • [ 25090-33-9 ]
  • [ 1335223-57-8 ]
Reference： [1]Carbohydrate Research,2011,vol. 346,p. 1654 - 1661
  • 53
  • [ 25090-33-9 ]
  • [ 1335223-59-0 ]
Reference： [1]Carbohydrate Research,2011,vol. 346,p. 1654 - 1661
  • 54
  • [ 25090-33-9 ]
  • [ 680973-69-7 ]
Reference： [1]Carbohydrate Research,2011,vol. 346,p. 1654 - 1661
  • 55
  • [ 25090-33-9 ]
  • [ 1260243-04-6 ]
  • [ 1356016-70-0 ]
YieldReaction ConditionsOperation in experiment
With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 50℃; Sodium hydride (60% suspension in mineral oil, 350 mg, 8.78 mmol) was added, at 0 C., to a solution of 5-amino-1H-pyrazole-4-carboxylic acid ethyl ester (1.4 g, 8.9 mmol) and <strong>[25090-33-9]5,6-dihydro-4H-pyran-3-carbaldehyde</strong> (0.5 g, 4.5 mmol) in anhydrous N,N-dimethylformamide (10 mL) and the resulting mixture was stirred, at 0 C., for 30 minutes. The reaction mixture was stirred at room temperature overnight and then heated at 50 C. for 2 hours. The resulting mixture was partitioned between water and ethyl acetate and the organic layer was separated, dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure. The crude residue was purified by flash chromatography to afford 0.24 g of 6-(3-hydroxy-propyl)-pyrazolo[1,5-a]pyrimidine-3-carboxylic acid ethyl ester as a white solid. MS=250 [M+H]+.
Reference： [1]Patent: US2012/15962,2012,A1 .Location in patent: Page/Page column 80-81
  • 56
  • [ 25090-33-9 ]
  • [ 1356016-71-1 ]
Reference： [1]Patent: US2012/15962,2012,A1
  • 57
  • [ 25090-33-9 ]
  • [ 18107-18-1 ]
  • [(Z)-2-(3,4-dihydro-2H-pyran-5-yl)ethenyl]oxy}trimethylsilane [ No CAS ]
  • [(E)-2-(3,4-dihydro-2H-pyran-5-yl)ethenyl]oxy}trimethylsilane [ No CAS ]
  • trimethyl[(4Z)-4,5,6,7-tetrahydrooxepin-4-ylidenemethoxy]silane [ No CAS ]
Reference： [1]Chemistry - A European Journal,2013,vol. 19,p. 4686 - 4690
  • 58
  • [ 25090-33-9 ]
  • [ 771-97-1 ]
  • 9,20-bis(3-hydroxypropyl)-7,18-dihydrodinaphtho[2,3-b:2',3'-i][1,4,8,11]tetraazacyclotetradecine [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In butan-1-ol; for 12h;Inert atmosphere; Reflux; A reaction mixture consisting of 2,3-diaminonaphthalene (0.75g, 4.74mmol), 3,4-dihydro-2H-pyran-5-carbaldehyde (0.53g, 4.74mmol) and n-butanol (15mL) was refluxed under argon for 12h. A red, fairly insoluble precipitate was filtered off and washed thoroughly with ethanol and diethyl ether. Red microcrystals, yield 0.25g (42%), mp 312-316C (decomposition). Analytical sample was recrystallized from DMF. Crystals suitable for X-ray measurements were grown from DMF. 1H NMR (300MHz, DMSO-d6, delta ppm): 1.76 (m, 4H, CH2CH2O), 2.46 (m, 4H, CH2), 3.54 (m, 4H, CH2O), 4.51 (t, J=5.0Hz, 2H, OH), 7.31 (m, 4H, Ar-H), 7.72 (m, 4H, Ar-H), 7.85 (s, 4H, H1,6,12,17), 8.26 (d, J=6.0Hz, 4H,=CHN), 12.72 (t, J=6.0Hz, 2H, NH); 13C NMR (75MHz, DMSO-d6, delta ppm): 28.78 (CH2CH2O), 35.34 (CH2), 59.87 (CH2O), 108.86, 109.88, 124.82, 126.89, 131.05, 136.91 (Caromat.N), 148.47 (=CHN); IR (ATR) numax(cm-1): {3372, 3311} (OH), {3194, 3176} (NH), 3053 (Ar-H), {2941, 2928, 2872} (CH2), {1640, 1620, 1596, 1547} (C=N, Ar), 1297, 1272 (C-O); ESI-MS: (m/z) 505.4 (M+H+); Anal. Calcd for C32H32N4O2: C, 76.16; H, 6.39; N, 11.10. Found: C, 75.80; H, 6.45; N, 11.15%.
Reference： [1]Tetrahedron,2015,vol. 71,p. 4163 - 4173

Tags: 25090-33-9 synthesis path| 25090-33-9 SDS| 25090-33-9 COA| 25090-33-9 purity| 25090-33-9 application| 25090-33-9 NMR| 25090-33-9 COA| 25090-33-9 structure

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