Chemotion-Repository
Not a member yet
22886 research outputs found
Sort by
distortionless enhancement with polarization transfer (DEPT) (cyclohepta-2,4,6-trien-1-one)
No full textdataset for distortionless enhancement with polarization transfer (DEPT
Short-RInChIKey=SA-FUHFF-UHFFFADPSC-AFYWJZVKEA-UHFFFADPSC-NUHFF-NAKRX-NUHFF-ZZZ
No full textThe benzylamine resin LSH-1174 (4.27 g, 4.27 L, 3.98 mmol, 1.00 equiv) was swollen in a 9:1 mixture of THF/pyridine (85 mL) and then cooled to ca. -10 °C. In a separate flask, 5-methyl-1H-pyrazol-3-amine (1.93 g, 19.9 mmol, 5.00 equiv) was dissolved in dry THF and cooled to -20 °C. The reagent boron trifluoride diethyl etherate (4.23 g, 3.68 mL, 29.8 mmol, 7.50 equiv) was added and the solution was stirred for 5 minutes. Isoamyl nitrite (3.49 g, 4.01 mL, 29.8 mmol, 7.50 equiv) was added and the mixture was stirred for two hours. The diazonium salt was then filtered off and washed with cold Et2O. The salt was then dissolved in the minimal amount of MeCN with addition of a few drops of DMF and added slowly to the previously swollen and cooled resin. After addition of the diazonium salt, the resin was slowly warmed to 21 °C and was shaken over night. The supernatant was filtered off and the resin was washed as follows: 3x acetone, 3x distilled water, 3x acetone, 3x THF, 3x MeOH, 3x DCM, 3x MeOH. The resin was then dried in vacuo to yield the orange triazene resin LSH 1175 (4.74 g, 0.839 mmol/g, 3.98 mmol, 100% yield, quantitative yield according to mass difference)
Short-RInChIKey=SA-FUHFF-UHFFFADPSC-SPFYEDAPWJ-UHFFFADPSC-NUHFF-NUHFF-NUHFF-ZZZ
No full textThe information given below was retrieved and reworked from the publication: Use of the Chiral Pool - Practial Asymmetric Organocatalytic Strecker Reaction with Quinine by Rüdiger Reingruber, Thomas Baumann, Stefan Dahmen and Stefan Bräse.https://doi.org/10.1002/adsc.200800798The reaction was conducted according to the general procedure for Strecker reaction of N-carbamyl-α-(phenylsulfonyl)amines: A 0.5 M solution of the N-carbamyl-α-(phenylsulfonyl)amine (500 µmol, 1.00 equiv.) and quinine (5 mol%) in CH2Cl2 (1.0 mL) was cooled to –10 °C under argon. At this temperature KCN (1.00 mmol, 2.00 equiv.) was added and the reaction mixture was stirred vigorously for 24 h at –10 °C. After completion, the mixture was quenched with sat. aq. NaHCO3 (1.00 mL), extracted with CH2Cl2 (2 × 5 mL), dried over MgSO4 and concentrated in vacuo. The resulting residue was further purified by column chromatography to give the pure title compounds. The enantiomeric excess (ee) of each product was determined by HPLC analysis on chiral stationary phase.Analysis of the target compound: The title compound could be obtained in 68% yield as a white solid (mp 47–50 °C); Rf = 0.56 (silica, ethyl acetate/cyclohexane, 1:1); 1H NMR (400 MHz, CDCl3): δ = 7.48–7.45 (m, 2 H, Ar-H), 7.44–7.38 (m, 3 H, Ar-H), 5.84 (d, J = 8.4 Hz, 1 H, NH), 5.49 (bs, 1 H, CHCN), 5.00 (sept, J = 4.2 Hz, 1 H, CH(CH2)2), 1.64–1.56 (m, 2 H, CH2), 1.54–1.46 (m, 2 H, CH2), 1.32–1.24 (m, 2 H, 2 × CH(CH3)2), 0.94–0.87 (m, 12 H, 4 × CH3) ppm; 13C NMR (100 MHz, CDCl3): δ = 155.2, 133.4, 129.4, 129.2, 126.7. 117.5, 73.7, 46.3, 44.0, 43.9, 24.5, 23.0, 22.3 ppm; IR (KBr): v = 3316 (s), 3037 (m), 2962 (m), 2905 (m), 2723 (w), 2287 (w), 1960 (w), 1886 (w), 1687 (s), 1535 (m), 1451 (m), 1367 (m), 1309 (m), 1251 (s), 1143 (m), 1045 (m), 966 (m), 939 (m), 742 (m), 695 (m), 601 (m) cm–1; MS (70 eV, EI), m/z (%): 302 (0.41) [M+], 287 (0.22), 245 (0.73), 176 (47), 150 (3), 126 (5), 116 (12), 87 (4), 71 (5), 69 (6), 58 (36), 43 (100); HRMS (EI): calc. C18H26N2O2+ [M+]: 302.1994, found 302.1998
(2,2-dimethylchromen-6-yl)methanol
No full textThis is a physical chemical entity[CHEBI_24431] associated with a molecule[CHEBI_25367].
The molecule[CHEBI_25367] can be described by the following structural desciptors[cheminf_000085]:
InChI descriptor[cheminf_000113]: InChI=1S/C12H14O2/c1-12(2)6-5-10-7-9(8-13)3-4-11(10)14-12/h3-7,13H,8H2,1-2H3, and canonical SMILES descriptor[cheminf_000007]: OCc1ccc2c(c1)C=CC(O2)(C)C, and by the IUPAC name[cheminf_000107]: (2,2-dimethylchromen-6-yl)methanol.
The physical chemical entity[CHEBI_24431] has a component solvent[CHEBI_46787] which is described by the canonical SMILES descriptor[cheminf_000007]:
The physical chemical entity[CHEBI_24431] has the following Sample ID as registered in the research data repository chemotion (www.chemotion-repository.net, https://doi.org/10.25504/FAIRsharing.iagXcR): CRS-24244
The physical chemical entity[CHEBI_24431] can be described by the physical descriptors [CHEMINF_000025]:
Melting point descriptor[CHEMINF_000256]:
Boiling point descriptor[CHEMINF_000257]:
Refractive index descriptor[CHEMINF_000253]:
The physical chemical entity[CHEBI_24431] can be further described by the following assays[OBI:0000070][CHMO:0001133]:
CHMO:0000593 | 1H nuclear magnetic resonance spectroscopy (1H NMR)
CHMO:0000595 | 13C nuclear magnetic resonance spectroscopy (13C NMR)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000630 | infrared absorption spectroscopy (IR)
CHMO:0001150 | 1H--1H correlation spectroscopy (1H-1H COSY)
CHMO:0001146 | 1H--13C heteronuclear single quantum coherence (1H-13C HSQC)
CHMO:0001148 | 1H--13C heteronuclear multiple bond coherence (13C-1H HMBC)
The physical chemical entity[CHEBI_24431] was deposited to the Molecule Archive of the Karlsruhe Insitute of Technology (KIT) with the following Sample ID:
Used ontologies:
CHEBI - Chemical Entities of Biological Interest
CHEMINF - chemical information ontology (information entities about chemical entities)
CHMO - Chemical Methods Ontology
OBI - Ontology for Biomedical Investigation
Short-RInChIKey=SA-FUHFF-UHFFFADPSC-VNENJHFJWL-UHFFFADPSC-NUHFF-NUYQO-NUHFF-ZZZ
No full textThe information given below was retrieved and reworked from the publication: Modular Syntheses of Diversonol-Type Tetrahydroxanthone Mycotoxins: Blennolide C (epi-Hemirugulotrosin A) and Analogues by Emilie M. C. Gérard and Stefan Bräse. 10.1002/chem.200801507To a solution of 520 µL trans-1-bromo-1-propene (6.12 mmol, 6.00 equiv.) in tetrahydrofuran (10.0 mL) at –78 °C was slowly added 7.20 mL of a 1.7 M solution of tert-butyllithium in pentane (12.2 mmol, 12.0 equiv.). The yellow solution was stirred for 30 minutes at this temperature and then added via a canula to a suspension of 274 mg of copper(I) cyanide (3.06 mmol, 3.00 equiv.) in tetrahydrofuran (10.0 mL) at –78 °C. Towards the end of the addition, the copper(I) cyanide dissolved and 451 mg of 7-bromo-8-methoxy-4-((2-methoxyethoxy)methoxy)-6-methyl-3,4-dihydro-(1H)-xanthene-1,9(2H)-dione (1.02 mmol, 1.00 equiv.) was added in one portion. After 5 hours of stirring at –78 °C, the resulting mixture was poured into a saturated aqueous solution of ammonium chloride (13 mL) and filtered through Celite. The filter cake was washed with ethyl acetate (3 × 10 mL) and the organic layer was separated, dried over sodium sulfate, filtered and reduced under vacuum to afford orange crystals. The crude product was purified by column chromatography (cyclohexane/ethyl acetate, 3:1) and a yellow solid was recovered in 36% yield (180 mg).Analysis of the target compound: Rf = 0.29 (CH/EE, 3:1). – IR (KBr): 2920 (m), 1595 (s, ν C=O), 973 (m, ν CH=CHtrans). – 1H-NMR (500 MHz, CDCl3): d = 1.61 (dd, 3J = 6.5 Hz, 4J = 1.4 Hz, 3 H, CH3), 1.90–2.02 (m, 2 H, CH2), 2.27 – 2.30 (m, 1 H, CH2), 2.40 (s, 3 H, CH3), 2.72 (ddd, 2J = 19.0 Hz, 3J = 12.0 Hz, 3J = 7.0 Hz, 1 H, CH2), 3.41 (s, 3 H, OCH3), 3.56 – 3.65 (m, 2 H, O-CH2-CH2-O), 3.82–3.84 (m, 2 H, O-CH2-CH2-O), 3.90 (s, 3 H, OCH3), 4.18 (dd, 3J = 4.1 Hz, 3J = 1.3 Hz, 1 H, H-4), 4.88 (d, 2J = 7.0 Hz, 1 H, O-CH2-O), 5.10 (d, 2J = 7.0 Hz, 1 H, O-CH2-O), 5.41 (dd, 3Jtrans = 15.4 Hz, 4J = 1.5 Hz, 1 H, Halkene), 5.70 (qd, 3Jtrans = 15.3 Hz, 3J = 6.6 Hz, 1 H, Halkene), 6.44 (s, 1 H, Harom.), 16.02 (s, 1 H, OH). – 13C-NMR (125 MHz, CDCl3): d = 17.7 (+, CH3), 22.3 (–, CH2), 24.3 (+, CH3), 26.1 (–, CH2), 50.6 (+, OCH3), 59.1 (+, OCH3), 67.0 (–, O-CH2-CH2-O), 71.8 (–,O-CH2-CH2-O), 72.9 (+, CH), 83.7 (C-4a), 95.3 (–, O-CH2-O), 103.1 (Cquart.), 105.8 (Cquart.), 106.7 (+, CHarom.), 109.4 (Cquart.), 132.7 (+, CHalkene), 132.8 (+, CHalkene), 146.0 (Cquart.), 156.1 (Cquart.), 159.0 (Cquart.), 182.1 (C-1), 182.6 (C-9). – EI-MS: m/z = 482/484 (20/21) [M+], 395 (100). – HR-EIMS (C22H27BrO7): calculated 482.0940; found 482.0937. – Elemental Analysis, found: C, 51.87; H, 5.41. C22H27BrO7 requires C, 51.48; H, 5.23%
C51H42BrCuN3P3
No full textThis is a physical chemical entity[CHEBI_24431] associated with a molecule[CHEBI_25367].
The molecule[CHEBI_25367] can be described by the following structural desciptors[cheminf_000085]:
InChI descriptor[cheminf_000113]: InChI=1S/3C17H14NP.BrH.Cu/c3*1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)17-13-7-8-14-18-17;;/h3*1-14H;1H;/q;;;;+1/p-1, and canonical SMILES descriptor[cheminf_000007]: c1ccc(cc1)P(c1ccccn1)c1ccccc1.c1ccc(cc1)P(c1ccccn1)c1ccccc1.c1ccc(cc1)P(c1ccccn1)c1ccccc1.[Cu]Br, and by the IUPAC name[cheminf_000107]: .
The physical chemical entity[CHEBI_24431] has a component solvent[CHEBI_46787] which is described by the canonical SMILES descriptor[cheminf_000007]:
The physical chemical entity[CHEBI_24431] has the following Sample ID as registered in the research data repository chemotion (www.chemotion-repository.net, https://doi.org/10.25504/FAIRsharing.iagXcR): CRS-36023
The physical chemical entity[CHEBI_24431] can be described by the physical descriptors [CHEMINF_000025]:
Melting point descriptor[CHEMINF_000256]: 207.0 (°C)
Boiling point descriptor[CHEMINF_000257]:
Refractive index descriptor[CHEMINF_000253]:
The physical chemical entity[CHEBI_24431] can be further described by the following assays[OBI:0000070][CHMO:0001133]:
CHMO:0000739 | 31P nuclear magnetic resonance spectroscopy (31P NMR)
CHMO:0000593 | 1H nuclear magnetic resonance spectroscopy (1H NMR)
CHMO:0001075 | elemental analysis (EA)
CHMO:0000595 | 13C nuclear magnetic resonance spectroscopy (13C NMR)
CHMO:0000159 | single crystal X-ray diffraction (single-crystal X-ray diffraction)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000563 | fast-atom bombardment mass spectrometry (FABMS)
CHMO:0000630 | infrared absorption spectroscopy (IR)
The physical chemical entity[CHEBI_24431] was deposited to the Molecule Archive of the Karlsruhe Insitute of Technology (KIT) with the following Sample ID:
Used ontologies:
CHEBI - Chemical Entities of Biological Interest
CHEMINF - chemical information ontology (information entities about chemical entities)
CHMO - Chemical Methods Ontology
OBI - Ontology for Biomedical Investigation
C51H42ClCuN3P3
No full textThis is a physical chemical entity[CHEBI_24431] associated with a molecule[CHEBI_25367].
The molecule[CHEBI_25367] can be described by the following structural desciptors[cheminf_000085]:
InChI descriptor[cheminf_000113]: InChI=1S/3C17H14NP.ClH.Cu/c3*1-3-9-15(10-4-1)19(16-11-5-2-6-12-16)17-13-7-8-14-18-17;;/h3*1-14H;1H;/q;;;;+1/p-1, and canonical SMILES descriptor[cheminf_000007]: c1ccc(cc1)P(c1ccccn1)c1ccccc1.c1ccc(cc1)P(c1ccccn1)c1ccccc1.c1ccc(cc1)P(c1ccccn1)c1ccccc1.Cl[Cu], and by the IUPAC name[cheminf_000107]: .
The physical chemical entity[CHEBI_24431] has a component solvent[CHEBI_46787] which is described by the canonical SMILES descriptor[cheminf_000007]:
The physical chemical entity[CHEBI_24431] has the following Sample ID as registered in the research data repository chemotion (www.chemotion-repository.net, https://doi.org/10.25504/FAIRsharing.iagXcR): CRS-36036
The physical chemical entity[CHEBI_24431] can be described by the physical descriptors [CHEMINF_000025]:
Melting point descriptor[CHEMINF_000256]: 172.0 (°C)
Boiling point descriptor[CHEMINF_000257]:
Refractive index descriptor[CHEMINF_000253]:
The physical chemical entity[CHEBI_24431] can be further described by the following assays[OBI:0000070][CHMO:0001133]:
CHMO:0000889 | proton-decoupled 31P nuclear magnetic resonance spectroscopy (31P{1H}-NMR)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000889 | proton-decoupled 31P nuclear magnetic resonance spectroscopy (31P{1H}-NMR)
CHMO:0001075 | elemental analysis (EA)
CHMO:0000595 | 13C nuclear magnetic resonance spectroscopy (13C NMR)
CHMO:0000596 | distortionless enhancement with polarization transfer (DEPT)
CHMO:0000630 | infrared absorption spectroscopy (IR)
CHMO:0000726 | high resolution fast-atom bombardment mass spectrometry (HRFABMS)
CHMO:0000156 | X-ray diffraction (XRD)
CHMO:0000593 | 1H nuclear magnetic resonance spectroscopy (1H NMR)
CHMO:0000593 | 1H nuclear magnetic resonance spectroscopy (1H NMR)
The physical chemical entity[CHEBI_24431] was deposited to the Molecule Archive of the Karlsruhe Insitute of Technology (KIT) with the following Sample ID:
Used ontologies:
CHEBI - Chemical Entities of Biological Interest
CHEMINF - chemical information ontology (information entities about chemical entities)
CHMO - Chemical Methods Ontology
OBI - Ontology for Biomedical Investigation
31P nuclear magnetic resonance spectroscopy (31P NMR) ()
No full textdataset for 31P nuclear magnetic resonance spectroscopy (31P NMR)
31P{1H} NMR (162 MHz, DMSO-d6, ppm) δ = -4.60 (bs, 3P). Impurities: 1% of the corresponding phosphine oxide
distortionless enhancement with polarization transfer (DEPT) ()
No full textdataset for distortionless enhancement with polarization transfer (DEPT
mass spectrometry (MS) ()
No full textdataset for mass spectrometry (MS)
MS (FAB, 3-NBA), m/z (%): 381/383 (55/19) [M+1]+, 154 (11), 136 (13), 133 (100), 91 (25).HRMS–FAB (C18H14O2N6Cl) (m/z): [M + H]+ Calcd 381.0861; Found 381.0860