天堂网亚洲,天天操天天搞,91视频高清,菠萝蜜视频在线观看入口,美女视频性感美女视频,95丝袜美女视频国产,超高清美女视频图片

Home Cart 0 Sign in  

[ CAS No. 22509-74-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 22509-74-6
Chemical Structure| 22509-74-6
Structure of 22509-74-6 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 22509-74-6 ]

Related Doc. of [ 22509-74-6 ]

Alternatived Products of [ 22509-74-6 ]
Product Citations

Product Details of [ 22509-74-6 ]

CAS No. :22509-74-6 MDL No. :MFCD00005893
Formula : C11H9NO4 Boiling Point : No data available
Linear Structure Formula :- InChI Key :VRHAQNTWKSVEEC-UHFFFAOYSA-N
M.W : 219.19 Pubchem ID :31187
Synonyms :

Calculated chemistry of [ 22509-74-6 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 16
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.18
Num. rotatable bonds : 3
Num. H-bond acceptors : 4.0
Num. H-bond donors : 0.0
Molar Refractivity : 58.01
TPSA : 63.68 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.32 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.56
Log Po/w (XLOGP3) : 1.86
Log Po/w (WLOGP) : 1.06
Log Po/w (MLOGP) : 1.21
Log Po/w (SILICOS-IT) : 1.15
Consensus Log Po/w : 1.37

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.45
Solubility : 0.777 mg/ml ; 0.00355 mol/l
Class : Soluble
Log S (Ali) : -2.82
Solubility : 0.333 mg/ml ; 0.00152 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.55
Solubility : 0.616 mg/ml ; 0.00281 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.78

Safety of [ 22509-74-6 ]

Signal Word:Warning Class:
Precautionary Statements:P280-P305+P351+P338 UN#:
Hazard Statements:H302 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 22509-74-6 ]

* 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 [ 22509-74-6 ]

[ 22509-74-6 ] Synthesis Path-Downstream   1~12

  • 1
  • [ 22509-74-6 ]
  • [ 24629-25-2 ]
  • [ 152903-43-0 ]
  • 2
  • trans-4-hydroxycyclohexylamine hydrochloride [ No CAS ]
  • [ 22509-74-6 ]
  • [ 104618-31-7 ]
YieldReaction ConditionsOperation in experiment
84% With potassium carbonate; In water; at 20℃; for 1h; 2-(4-Hydroxy-cyclohexyl)-isoindole-1,3-dione; K2CO3 (19.4 g, 140.6 mmol) was added to a solution of trans-4-aminocyclohexanol hydrochloride (9.0 g, 59.35 mmol) in water (150 ml.) followed by N-carbethoxy phthalimide (18.8 g, 85.96 mmol). A white precipitate was formed immediately. Stirring continued at RT for 1 h. The precipitate was filtered off, washed with water and dried to afford 12 g (84 %) of 2-(4-hydroxy-cyclohexyl)-isoindole-1 ,3-dione. 1H-NMR (300 MHz, DMSO-d6) delta 1.18 - 1.40 (m, 3H), 1.60 - 1.76 (m, 2H), 1.80 - 2.00 (m, 2H), 2.04 - 2.23 (dq, 2H), 3.40 - 3.50 (m, 1 H), 3.89 - 4.03 (tt,1 H), 4.6 (br.s, 1 H,), 7.15 - 7.39 (m,1 H), 7.80 (m, 3H). m/z: 246 (M+1 )+
  • 3
  • [ 22509-74-6 ]
  • [ 104618-32-8 ]
  • 4
  • [ 22509-74-6 ]
  • [ 770-05-8 ]
  • 4-(2-N-phthaloyl-1-hydroxyethyl)phenol [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With sodium carbonate; In water; 4-(2-N-Phthaloyl-1-hydroxyethyl)phenol (9) N-(ethoxycarbonyl)phthalimide (1.092 g. 4.98 mmol) was added to a vigorously stirring solution of <strong>[770-05-8]octopamine hydrochloride</strong> 8 (0.727 g, 3.83 mmol) and sodium carbonate (0.811 g, 7.65 mmol) in water (20 ml). The resulting solution was vigorously stirred overnight, during this time the crude white product precipitated. After filtration, the product was washed with water (3*3 ml) giving analytically pure 9 (0.879 g, 81%) as a white solid: mp C.; 1H NMR (270 MHz, DMSOd6) delta9.33 (s, 1H, ArOH), 7.84(m, 4H, Pth), 7.14(d, J=8.4 Hz, 2H Ar-H), 6.69(d, J=8.4 Hz, 2H, Ar-H), 5.47(d, I=4.1 Hz, 1H, ROH), 4.79 (1H, m, ArCH(OH)), 3.65 (2H, m, CH2NPth); 13C NMR (67.5 MHz, DMSO-d6) delta168.6, 157.4, 134.9, 133.3, 132.2, 127.7. 123.4, 115.4, 69.4, 45.8;
  • 5
  • [ 253168-94-4 ]
  • water(2 mL each) [ No CAS ]
  • [ 22509-74-6 ]
  • 2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsutfonyleethyl]isoindoline-1,3-dione [ No CAS ]
  • 2-[1-(3-ethoxy-4-methoxyphenyl)-2-methyl-sulfonylethyl]isoindoline-1,3-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With hydrogenchloride; sodium bicarbonate; In water; acetonitrile; EXAMPLE 5 2-[1-(3-Ethoxy-4-methoxyphenyl)-2-methylsutfonyleethyl]isoindoline-1,3-dione A mixture of 1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethylamine (200 mg, 0.73 mmol) and sodium hydrogen carbonate (80 mg, 0.95 mmol) in acetonitrile and water(2 mL each) was stirred under nitrogen at room temperature for 2 minutes. To the resulting solution was added N-ethoxycarbonylphthalimide (170 mg, 0.78 mmol). After 17 hours, the resulting solution was stirred with hydrochloric acid (2 mL, 4 N), and water (30 mL) at room temperature for 30 minutes. The resulting suspension was filtered and the solid was washed with water (2*25 mL), and then dried in a vacuum oven overnight (60 C., <1 torr) to yield 2-[1-(3-ethoxy-4-methoxyphenyl)-2-methylsulfonylethyl]isoindoline-1,3dione as a solid (206 mg, 70% yield): mp, 151.0-152.0 C.; 1 H NMR (CDCl3); delta 1.46 (t, J=6.9 Hz, 3H, CH3), 2.84 (s, 3H, CH3), 3.78 (dd, J=4.8, 14.4 Hz, I H, CHH), 3.84 (s, 3H, CH3), 4.10 (q, J=7 Hz, 2H, CH2), 4.54 (dd, J=10.1, 14.4 Hz, 1H, CHH), 5.90 (dd, J=4.8, 1 0.1 Hz, 1H, NCH), 6.83 (d, J=8.5 Hz, 1H, Ar), 7.11-7.15 (m, 2H, Ar), 7.67-7.73 (m, 2H, Ar), 7.80-7.84 (m, 2H, Ar); 13 C NMR (CDCl3) delta 14.63, 41.49, 48.84, 54.82, 55.89, 64.45, 111.43, 112.50, 120.43, 123.51, 129.56, 131.58, 134.17, 148.57, 149.63, 167.80; Anal Calcd for C20 H21 NO6 S: C, 59.54; H, 5.25; N, 3.47. Found: C, 59.66; H, 5.28; N, 3.29.
  • 6
  • [ 38222-83-2 ]
  • [ 89644-52-0 ]
  • [ 19243-04-0 ]
  • [ 22509-74-6 ]
  • 7-acetamido-1-heptyl triflate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With trifluoromethylsulfonic anhydride; In dichloromethane; benzene; A. 7-Acetamido-1-heptyl triflate (35). To a solution of 7-amino-1-heptanol (42.7 mmol) in benzene (100 mL) is added N-carbethoxyphthalimide (10.3 g, 47.0 mmol). The solution is stirred at room temperature for 5 h. The solvent is removed in vacuo to provide an oil, which is purified by flash chromatography. To a solution of 7-acetamido-1-heptanol (22.2 mmol) in dry dichloromethane (50 mL) is added <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (4.6 g, 22.2 mmol) and triflic anhydride (3.7 mL, 22.2 mmol) at 0° C. The reaction is stirred at room temperature for 20 min, poured into water, and extracted with dichloromethane. The combined extracts are dried over anhydrous sodium sulfate and concentrated in vacuo and to afford 7-acetamido-1-heptyl triflate (35) which is used without further purification.
  • 7
  • [ 38222-83-2 ]
  • [ 2508-29-4 ]
  • [ 22509-74-6 ]
  • [ 63273-48-3 ]
  • [ 149831-83-4 ]
YieldReaction ConditionsOperation in experiment
With trifluoromethylsulfonic anhydride; In dichloromethane; benzene; A. 5-Phthalimido-1-pentyl triflate (15). To a solution of 5-aminopentanol (42.7 mmol) in benzene (100 mL) is added N-carbethoxyphthalimide (10.3 g, 47.0 mmol). The solution is stirred at room temperature for 5 h. The solvent is removed in vacuo to provide an oil, which is purified by flash chromatography. To a solution of 5-phthalimido-1-pentanol (22.2 mmol) in dry dichloromethane (50 mL) is added <strong>[38222-83-2]2,6-di-tert-butyl-4-methylpyridine</strong> (4.6 g, 22.2 mmol) and triflic anhydride (3.7 mL, 22.2 mmol) at 0° C. The reaction is stirred at room temperature for 20 min, poured into water, and extracted with dichloromethane. The combined extracts are dried over anhydrous sodium sulfate and concentrated in vacuo and to afford 5-phthalimido-1-pentyl triflate (15) which is used without further purification.
  • 8
  • [ 22509-74-6 ]
  • [ 22838-46-6 ]
  • [ 55007-43-7 ]
YieldReaction ConditionsOperation in experiment
280 mg (39.4%) With sodium carbonate; In water; acetonitrile; EXAMPLE 31 To a stirred solution of <strong>[22838-46-6]3-amino-3-phenylpropionic acid methyl ester hydrochloride</strong> (0.50 g, 2.3 mmol) and sodium carbonate (0.25 g, 2.3 mmol) in 10 mL of water was added N-carboethoxyphthalimide (0.51 g, 2.3 mmol) in 7 mL of acetonitrile. The reaction progress was monitored by TLC (ethyl acetate/hexane; 1:2) which showed that the reaction was complete in one hour. The reaction mixture was partially concentrated to remove the acetonitrile. The resulting slurry was filtered and the solid was washed with 20 mL of water. The solid was dried in vacuo (60 C., <1 mm) to afford 280 mg (39.4%) of methyl 3-phthalimido-3-phenylpropionate as a white powder: mp 75-76 C.; 1H NMR (DMSO-d6, 250 MHz) delta 7.26-7.83 (m, 9H), 5.68-5.75 (m, 1H), 3.55 (S, 3H), 3.37-3.66 (m, 2H); 13C NMR (DMSO-d6) delta 170.7, 167.6, 138.6, 134.7, 131.0, 128.6, 127.8, 126.9, 123.3, 51.6, 49.9, 35.3. Anal. Calcd for C18 H15 NO4: C, 69.89; H, 4.89; N, 4.53; Found: C, 69.69; H, 4.83; N, 4.49.
280 mg (39.4%) With sodium carbonate; In water; acetonitrile; EXAMPLE 31 To a stirred solution of <strong>[22838-46-6]3-amino-3-phenylpropionic acid methyl ester hydrochloride</strong> (0.50 g, 2.3 mmol) and sodium carbonate (0.25 g, 2.3 mmol) in 10 mL of water was added N-carboethoxyphthalimide (0.51 g, 2.3 mmol) in 7 mL of acetonitrile. The reaction progress was monitored by TLC (ethyl acetate/hexane; 1:2) which showed that the reaction was complete in one hour. The reaction mixture was partially concentrated to remove the acetonitrile. The resulting slurry was filtered and the solid was washed with 20 mL of water. The solid was dried in vacuo (60 C., <1 mm) to afford 280 mg (39.4%) of methyl 3-phthalimido-3-phenylpropionate as a white powder: mp 75-76 C.; 1H NMR (DMSO-6, 250 MHz) delta7.26-7.83 (m, 9H), 5.68-5.75 (m, 1H), 3.55 (S, 3H), 3.37-3.66 (m, 2H); 13C NMR (DMSO-d6) delta170.7, 167.6, 138.6, 134.7, 131.0, 128.6, 127.8, 126.9, 123.3, 51.6, 49.9, 35.3. Anal. Calcd for C18 H15 NO4: C, 69.89; H, 4.89; N, 4.53; Found: C, 69.69; H, 4.83; N, 4.49.
  • 9
  • [ 22509-74-6 ]
  • [ 17983-30-1 ]
  • trans-2-[(3-hydroxycyclohexyl)methyl]-1H-isoindole-1,3(2H)-dione [ No CAS ]
  • cis-2-[(3-hydroxycyclohexyl)methyl]-1H-isoindole-1,3(2H)-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
Under a nitrogen atmosphere, lithium aluminum hydride (92 mg, 2.44 mmol) was added to a solution of 1-cyanocyclohexan-3-one (100 mg, 0.812 mmol) in tetrahydrofuran (2 ml) at room temperature, and the resulting mixture was refluxed. After 5 hours, water, an aqueous sodium hydroxide solution and water were added in that order to the reaction solution, and the resulting mixture was filtered under reduced pressure. Thereafter, 1M-hydrochloric acid-diethyl ether (974 mul, 0.974 mmol) was added to the filtrate. The resulting mixture was concentrated under reduced pressure, and to an aqueous solution (4 ml) of the resulting residue were added potassium carbonate (202 mg, 1.46 mmol), ethoxycarbonylphthalimide (196 mg, 0.893 mmol) and acetonitrile (1 ml) at room temperature. After 21 hours, the reaction solution was poured into water and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The organic layer dried was concentrated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate) and purified again by a silica gel column chromatography (eluent: chloroform/ethyl acetate) to obtain cis-2-[(3-hydroxycyclohexyl)methyl]-1Hisoindole-1,3(2H)-dione (83.5 mg, 40%, cis : trans = 12 : 1).
  • 10
  • [ 22509-74-6 ]
  • [ 56239-26-0 ]
  • [ 478832-25-6 ]
YieldReaction ConditionsOperation in experiment
81% With potassium carbonate; In water; at 20℃; EXAMPLE 86[0124] Preparation of 4-((R)-Tetrahydrofuran-3-yloxy)-5-(2,3- dihydrobenzo[b][l,4]dioxin-6-yl)-N-((ls,4S)-4-methoxycyclohexyl)pyrimidin-2-amineJ.: Preparation of Starting Material 4-Methoxycyclohexanamine HydrochlorideReagents and Conditions: a) K2CO3 H2; b) KHMDS, MeI, and THF; c) NH2NH2, EtOH, then 4M HCI H2N HCIStep 1-1: Preparation of 2-((ls,4s)-4-Hydroxycyclohexyl)isoindoline-l,3-dione (2) [0125] To a stirred solution of cis-4-aminocyclohexanol HCl (107 mg, 0.71 mmol) in H2O(1.7 mL) at room temperature was added K2CO3 (174 mg, 1.25 mmol), followed by N- carboethoxyphthalimide (174 mg, 0.79 mmol). After stirring at room temperature for 30 min, the solid was filtered, washed with H2O, and dried in vacuo to provide the title compound (140 mg, 81percent) as a white solid. 1H NMR (300 MHz, CDCl3) delta 7.82 (m, IH), 7.79 (m, IH), 4.10 (m, IH), 2.64 (m, IH), 1.5-2.0 (set of m, 4H). MS (ESI) m/z: Found: 491 (2M+ + 1), CaIc. 245(M+).
  • 11
  • [ 170564-98-4 ]
  • [ 22509-74-6 ]
  • [ 644961-00-2 ]
YieldReaction ConditionsOperation in experiment
64.6% With sodium carbonate; In tetrahydrofuran; water; at 20℃; for 18h; Ethyl 1,3-dioxoisoindoline-2-carboxylate (17.3 g, 79.1 mmol) (Aldrich) was added to a mixture of <strong>[170564-98-4](R)-3-amino-3-phenylpropan-1-ol</strong> (9.97 g, 65.9 mmol) and sodium carbonate (10.6 g, 98.9 mmol) in a 1:1 mixture of THF-H2O (200 mL). Mixture was stirred at room temperature for 18 hours and then diluted with ethyl acetate. The aqueous phase was extraced with ethyl acetate (2×) and the combined organic phase was washed with water and brine, dried (magnesium sulfate), filtered, and concentrated. The residue was purified by flash chromatography eluting with 0-40% ethyl acetate in hexanes to give ((R)-2-(3-hydroxy-1-phenylpropyl)isoindoline-1,3-dione. (Yield 11.99 g, 64.6%).
  • 12
  • [ 121010-86-4 ]
  • [ 22509-74-6 ]
  • C12H10N2O3 [ No CAS ]
Recommend Products
Same Skeleton Products
Historical Records
; ;