Home Cart 0 Sign in  
X

[ CAS No. 637-69-4 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
3d Animation Molecule Structure of 637-69-4
Chemical Structure| 637-69-4
Chemical Structure| 637-69-4
Structure of 637-69-4 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 637-69-4 ]

Related Doc. of [ 637-69-4 ]

Alternatived Products of [ 637-69-4 ]

Product Details of [ 637-69-4 ]

CAS No. :637-69-4 MDL No. :MFCD00008619
Formula : C9H10O Boiling Point : -
Linear Structure Formula :- InChI Key :UAJRSHJHFRVGMG-UHFFFAOYSA-N
M.W : 134.18 Pubchem ID :12507
Synonyms :

Calculated chemistry of [ 637-69-4 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 10
Num. arom. heavy atoms : 6
Fraction Csp3 : 0.11
Num. rotatable bonds : 2
Num. H-bond acceptors : 1.0
Num. H-bond donors : 0.0
Molar Refractivity : 43.02
TPSA : 9.23 Ų

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) : -4.94 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.29
Log Po/w (XLOGP3) : 3.07
Log Po/w (WLOGP) : 2.23
Log Po/w (MLOGP) : 2.37
Log Po/w (SILICOS-IT) : 2.62
Consensus Log Po/w : 2.52

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.92
Solubility : 0.162 mg/ml ; 0.00121 mol/l
Class : Soluble
Log S (Ali) : -2.93
Solubility : 0.157 mg/ml ; 0.00117 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.94
Solubility : 0.155 mg/ml ; 0.00115 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.11

Safety of [ 637-69-4 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P210-P280-P370+P378-P403+P235-P501 UN#:N/A
Hazard Statements:H227-H315 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 637-69-4 ]

* 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 [ 637-69-4 ]

[ 637-69-4 ] Synthesis Path-Downstream   1~97

  • 1
  • [ 20387-29-5 ]
  • [ 637-69-4 ]
  • [ 22532-51-0 ]
  • [ 1515-95-3 ]
  • 2
  • [ 637-69-4 ]
  • [ 201230-82-2 ]
  • [ 252058-33-6 ]
  • [ 1515-95-3 ]
  • 3
  • [ 637-69-4 ]
  • [ 201230-82-2 ]
  • [ 20401-88-1 ]
  • [ 147922-82-5 ]
  • (R)-2-(4-methoxyphenyl)propanal [ No CAS ]
  • [ 1515-95-3 ]
YieldReaction ConditionsOperation in experiment
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 60℃; under 60006 Torr; for 166h;Autoclave; Schlenk technique; General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC.
With {(R)-binap}PtCl2; hydrogen; tin(ll) chloride; In toluene; at 100℃; under 60006 Torr; for 25h;Autoclave; Schlenk technique; General procedure: In a typical experiment, a solution of PtCl2[(R)-BINAP] (4.5 mg;0.005 mmol) and tin(II) chloride (1.9 mg; 0.01 mmol) in toluene(5 mL) containing styrene derivatives (1a-g, 5a-g) (1.0 mmol) wastransferred under argon into a 100 mL stainless steel autoclave. Thereaction vessel was pressurized to 80 bar total pressure (CO/H2 1:1) and placed in an oil bath of constant temperature. Themixture was stirred with a magnetic stirrer for the given reactiontime. The pressure was monitored throughout the reaction. Aftercooling and venting of the autoclave, the pale yellow solution wasremoved and immediately analyzed by GC-MS and chiral GC.
  • 4
  • [ 637-69-4 ]
  • [ 3319-15-1 ]
  • [ 1515-95-3 ]
  • 6
  • [ 84648-17-9 ]
  • [ 637-69-4 ]
  • [ 84648-30-6 ]
  • [ 84648-24-8 ]
  • [ 108-90-7 ]
  • [ 1515-95-3 ]
  • 7
  • [ 93626-91-6 ]
  • [ 637-69-4 ]
  • [ 4964-76-5 ]
  • [ 14482-11-2 ]
  • 9
  • 2-p-methoxyphenylethyl-2-pyridine sulfonate [ No CAS ]
  • [ 637-69-4 ]
  • [ 15103-48-7 ]
  • 10
  • [ 2554-06-5 ]
  • [ 696-62-8 ]
  • [ 637-69-4 ]
  • 11
  • [ 2554-06-5 ]
  • [ 696-62-8 ]
  • [ 637-69-4 ]
  • [ 4705-34-4 ]
  • 12
  • [ 637-69-4 ]
  • [ 26163-03-1 ]
  • [ 301542-51-8 ]
  • 13
  • [ 104-92-7 ]
  • [ 2554-06-5 ]
  • [ 637-69-4 ]
  • [ 4705-34-4 ]
  • 14
  • [ 637-69-4 ]
  • [ 2039-82-9 ]
  • [ 4705-34-4 ]
  • [ 18869-30-2 ]
  • [ 58358-51-3 ]
  • 15
  • [ 637-69-4 ]
  • [ 3319-15-1 ]
  • [ 702-23-8 ]
  • [ 1515-95-3 ]
  • 16
  • [ 637-69-4 ]
  • BNC2H3O(C6H5)(CH3)2 [ No CAS ]
  • (CH3OC6H4CHCH)BNC2H2O(C6H5)(CH3)2 [ No CAS ]
  • (CH3OC6H4CH(CH3))BNC2H2O(C6H5)(CH3)2 [ No CAS ]
  • [ 1515-95-3 ]
  • 17
  • [ 637-69-4 ]
  • 4R,5R-4-methyl-3-isopropyl-5-phenyl-1,3,2-oxaazaborolidine [ No CAS ]
  • (CH3OC6H4CH(CH3))BNC2H2O(C6H5)(CH3)(CH(CH3)2) [ No CAS ]
  • (E)-(4R,5R-4-methyl-3-isopropyl-5-phenyl-1,3,2-oxaazaborolidyl)(4-methoxyphenyl)ethene [ No CAS ]
  • [ 1515-95-3 ]
  • 18
  • [ 637-69-4 ]
  • [ 188707-78-0 ]
  • [ 256234-72-7 ]
  • [ 256234-77-2 ]
  • [ 1515-95-3 ]
  • 19
  • [ 637-69-4 ]
  • [ 229024-53-7 ]
  • [ 256234-72-7 ]
  • [ 256234-76-1 ]
  • [ 1515-95-3 ]
  • 20
  • [ 637-69-4 ]
  • [ 532402-37-2 ]
  • [ 1137765-74-2 ]
  • [ 1137765-77-5 ]
  • [ 1137765-80-0 ]
  • [ 1515-95-3 ]
  • 21
  • [ 617-86-7 ]
  • [ 637-69-4 ]
  • [ 75476-55-0 ]
  • 1-(p-methoxyphenyl)-2-(triethylsilyl)ethane [ No CAS ]
  • [ 1515-95-3 ]
  • 22
  • [ 637-69-4 ]
  • [ 789-25-3 ]
  • [ 1053281-68-7 ]
  • [ 1145706-49-5 ]
  • [ 1515-95-3 ]
  • 24
  • [ 100-06-1 ]
  • [ 637-69-4 ]
  • [ 100-66-3 ]
  • [ 1515-95-3 ]
  • 25
  • [ 100-06-1 ]
  • [ 637-69-4 ]
  • [ 1515-95-3 ]
  • 26
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • (+/-)-1-methoxy-4-((trans)-2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • 27
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • (+/-)-1-methoxy-4-((cis)-2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • (+/-)-1-methoxy-4-((trans)-2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • 28
  • [ 637-69-4 ]
  • [ 274-07-7 ]
  • [ 1515-95-3 ]
  • [ 148914-43-6 ]
  • [ 143969-34-0 ]
  • 29
  • [ 617-86-7 ]
  • [ 637-69-4 ]
  • [ 75476-55-0 ]
  • [ 1515-95-3 ]
  • 30
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • (-)-1-methoxy-4-(1R,2R)-(2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • 31
  • [ 637-69-4 ]
  • [ 118-52-5 ]
  • [ 4973-18-6 ]
  • [ 1332928-55-8 ]
YieldReaction ConditionsOperation in experiment
62%; 23% With N-(p-tolylsulfonyl)threonine; water; In acetone; at 20℃; for 1h; General procedure: NTsLT (6) (137 mg, 0.5 mmol) was dissolved in acetone/H2O (1:2 volume ratio, 4 mL), then DCDMH (12) (197 mg, 1 mmol) and olefin (1 mmol) were added to the solution. The mixture was stirred at room temperature until the reaction was complete (as monitored by TLC). The mixture was extracted with ethyl acetate (3×10 mL) and the combined organic phases were washed with brine (10 mL) and dried over Na2SO4. The solvent was removed under reduced pressure and the crude residue was further purified by column chromatography to obtain the corresponding chlorohydrin products.
  • 32
  • [ 6919-61-5 ]
  • [ 1228679-43-3 ]
  • [ 637-69-4 ]
  • [ 86387-70-4 ]
  • 33
  • [ 1228679-43-3 ]
  • [ 64214-60-4 ]
  • [ 637-69-4 ]
  • [ 1373368-62-7 ]
  • 34
  • [ 1228679-43-3 ]
  • [ 113778-69-1 ]
  • [ 637-69-4 ]
  • [ 1373368-63-8 ]
  • 35
  • [ 637-69-4 ]
  • [ 54287-99-9 ]
  • [ 51589-67-4 ]
  • 36
  • [ 637-69-4 ]
  • [ 120173-41-3 ]
  • 5-(4-methoxystyryl)isophthalaldehyde [ No CAS ]
  • 37
  • [ 637-69-4 ]
  • [ 1864-94-4 ]
  • phenyl 3-(4-methoxyphenyl)propanoate [ No CAS ]
  • [ 1396689-65-8 ]
  • 38
  • [ 10486-61-0 ]
  • [ 637-69-4 ]
  • [ 3172-56-3 ]
  • [ 155827-34-2 ]
  • 39
  • [ 637-69-4 ]
  • [ 25015-63-8 ]
  • [ 149777-83-3 ]
  • [ 1515-95-3 ]
  • 2-[2-(4-methoxy-phenyl)-ethyl]-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane [ No CAS ]
  • 40
  • [ 637-69-4 ]
  • [ 274-07-7 ]
  • [ 1515-95-3 ]
  • 4-MeOC6H4CH(Bcat)Me [ No CAS ]
  • [ 148914-42-5 ]
YieldReaction ConditionsOperation in experiment
5%Chromat.; 80%Chromat.; 10%Chromat. With C28H40BO4(1-)*C50H44Cl2P4Rh2Tl(1+)*2C7H8; In tetrahydrofuran-d8; at 20℃; for 18h;Inert atmosphere;Catalytic behavior; Catecholborane (29 mg, 0.22 mmol) in 0.5 mL of THF-d8 was added to a 0.5 mL THF-d8 solution of the desired catalyst (5 mol%) and the appropriate alkene (0.22 mmol). The reaction was allowed to proceed at RT for 18 h at which point it was analyzed by multinuclear NMR spectroscopy. Larger scale reactions were carried out in order to analyze product distributions by GC/MS.
  • 41
  • [ 637-69-4 ]
  • [ 35120-18-4 ]
  • C16H20O3 [ No CAS ]
  • 42
  • [ 637-69-4 ]
  • [ 766-77-8 ]
  • C17H20OSi [ No CAS ]
  • (4-methoxyphenethyl)dimethyl(phenyl)silane [ No CAS ]
  • [ 1515-95-3 ]
YieldReaction ConditionsOperation in experiment
With [Re(CH3CN)3Br2(NO)]; In toluene; at 110 - 115℃; for 2h;Inert atmosphere; General procedure: A solution of the appropriate substrate (0.5mmol), the silane (0.6mmol) and the proper catalytic amount of the rhenium complex in the given solvent (0.8ml) was stirred for an appropriate period of time at proper temperature under nitrogen atmosphere. Upon completion, the reaction mixture was filtered over Celite. The resulting solution was analyzed by NMR spectroscopy and GC-MS. The yields are listed in Tables1-4.
  • 43
  • [ 637-69-4 ]
  • [ 86-52-2 ]
  • [ 2489-86-3 ]
  • 44
  • [ 637-69-4 ]
  • [ 998-30-1 ]
  • C15H24O4Si [ No CAS ]
  • [ 128709-89-7 ]
  • [ 128709-91-1 ]
  • [ 1515-95-3 ]
  • 45
  • [ 617-86-7 ]
  • [ 637-69-4 ]
  • [ 327999-89-3 ]
  • triethyl(1-(4-methoxyphenyl)ethyl)silane [ No CAS ]
  • 1-(p-methoxyphenyl)-2-(triethylsilyl)ethane [ No CAS ]
  • [ 1515-95-3 ]
  • 46
  • [ 637-69-4 ]
  • [ 40594-98-7 ]
  • C14H17NO3 [ No CAS ]
  • 47
  • [ 637-69-4 ]
  • [ 1293389-28-2 ]
  • (E)-5,6-difluoro-4-(4-methoxystyryl)benzo[c][1,2,5]thiadiazole [ No CAS ]
  • 5,6-difluoro-4,7-bis((E)-4-methoxystyryl)benzo[c][1,2,5]thiadiazole [ No CAS ]
  • 48
  • [ 637-69-4 ]
  • [ 15243-33-1 ]
  • [ 1864-94-4 ]
  • phenyl 3-(4-methoxyphenyl)propanoate [ No CAS ]
  • [ 1396689-65-8 ]
  • 49
  • [ 637-69-4 ]
  • [ 1864-94-4 ]
  • phenyl 3-(4-methoxyphenyl)propanoate [ No CAS ]
  • 50
  • [ 637-69-4 ]
  • [ 1864-94-4 ]
  • [ 1396689-65-8 ]
  • 51
  • [ 637-69-4 ]
  • C21H21(2)HN2O3 [ No CAS ]
  • [ 57476-50-3 ]
  • (R)-tert-butyl 3-formyl-2-(1-(4-methoxyphenyl)ethyl)-1H-indole-1-carboxylate [ No CAS ]
  • (S)-tert-butyl 3-formyl-2-(1-(4-methoxyphenyl)ethyl)-1H-indole-1-carboxylate [ No CAS ]
  • 52
  • [ 637-69-4 ]
  • [ 789-25-3 ]
  • (4-methoxystyryl)triphenylsilane [ No CAS ]
  • [ 1145706-49-5 ]
  • [ 1515-95-3 ]
  • 53
  • [ 637-69-4 ]
  • [ 6919-61-5 ]
  • (E)-2-(4-methoxystyryl)-N-methylbenzamide [ No CAS ]
  • 54
  • [ 637-69-4 ]
  • [ 241147-96-6 ]
  • [ 98-54-4 ]
  • [ 1515-95-3 ]
  • 55
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • [ 29263-94-3 ]
  • diethyl 2-(2-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-2-(4-methoxyphenyl)ethyl)-2-methylmalonate [ No CAS ]
  • 56
  • [ 637-69-4 ]
  • [ 20035-08-9 ]
  • 1-[(E)-2-(ethanesulfonyl)ethenyl]-4-methoxybenzene [ No CAS ]
  • 57
  • [ 637-69-4 ]
  • [ 1864-94-4 ]
  • phenyl 3-(4-methoxyphenyl)propanoate [ No CAS ]
  • (R)-2-(p-methoxyphenyl)propionic acid phenyl ester [ No CAS ]
  • 58
  • [ 637-69-4 ]
  • [ 17318-08-0 ]
  • (E)-1,3-dichloro-2-fluoro-5-(4-methoxystyryl)benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; at 90℃; for 16h;Inert atmosphere; A stirred mixture of <strong>[17318-08-0]5-bromo-1,3-dichloro-2-fluorobenzene</strong> (2.00 g, 8.20 mmol), l-methoxy-4-vinylbenzene (1.32 g, 9.80 mmol), and triethylamine (20 mL) under argon was degassed for 5 minutes. Palladium(II) acetate (0.0368 g, 0.164 mmol) and 1,1'- bis(diphenylphosphino)ferrocene (0.181 g, 0.328 mmol) were added and the reaction was heated to 90 C for 16 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography provided the title compound as an off-white solid (1.60 g, 67%): lH NMR (300 MHz, CDCb) delta 7.41 (d, J = 8.8 Hz, 2H), 7.31 (s, 1H), 7.37 (s, 1H), 6.96 (d, J = 16.0 Hz, 1H), 6.89 (d, J = 8.8 Hz, 2H), 6.76 (d, J = 16.0 Hz, 1H), 3.84 (s, 3H); ESIMS m/z 297 ([M + H]+).
67% With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; triethylamine; at 90℃; for 16h; Example 48 Preparation of (E)-1,3-dichloro-2-fluoro-5-(4-methoxystyryl)benzene (C67) A stirred mixture of <strong>[17318-08-0]5-bromo-1,3-dichloro-2-fluorobenzene</strong> (2.00 g, 8.20 mmol), 1-methoxy-4-vinylbenzene (1.32 g, 9.80 mmol), and triethylamine (20 mL) under argon was degassed for 5 minutes. Palladium(II) acetate (0.0368 g, 0.164 mmol) and 1,1'-bis(diphenylphosphino)ferrocene (0.181 g, 0.328 mmol) were added and the reaction was heated to 90 C. for 16 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography provided the title compound as an off-white solid (1.60 g, 67%): 1H NMR (300 MHz, CDCl3) delta 7.41 (d, J=8.8 Hz, 2H), 7.31 (s, 1H), 7.37 (s, 1H), 6.96 (d, J=16.0 Hz, 1H), 6.89 (d, J=8.8 Hz, 2H), 6.76 (d, J=16.0 Hz, 1H), 3.84 (s, 3H); ESIMS m/z 297 ([M+H]+).
  • 59
  • [ 637-69-4 ]
  • [ 188813-05-0 ]
  • (E)-3-chloro-5-(4-methoxystyryl)benzaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl acetamide; at 100℃; for 16h;Inert atmosphere; To a stirred solution of <strong>[188813-05-0]3-bromo-5-chlorobenzaldehyde</strong> (20.0 g, 91.32 mmol) in dimethylacetamide, l-methoxy-4-vinylbenzene ( 18.3 g, 136.9 mmol) and triethylamine (50mL, 273.96 mmol) were added, and the reaction mixture was degassed with argon for 5 minutes. Palladium(II) acetate (410 mg, 1.83 mmol) and tri-o-tolylphosphine ( 1.11 g, 3.65 mmol) were added, and the resulting reaction mixture was heated to 100 C for 16 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. The resulting crude matertal was purified by flash column chromatography using 5-10% ethyl acetate in petroleum ether as the eluent to afford the title compound as a yellow solid ( 13.5 g, 54%) : l N MR (300 MHz, CDCb) delta 9.99 (s, 1 H), 7.85 (s, 1H), 7.69 (s, 2H), 7.47 (d, J = 8.4 Hz, 2H), 7.16 (d, J = 16.2 Hz, 1 H), 6.94 (t, J = 8.4 Hz, 3H), 3.84 (s, 3H ) ; ESIMS m/z 273 ( [M + H]+ ).
54% With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; In N,N-dimethyl acetamide; at 100℃; for 16h; Example 49 Preparation of (E)-3-chloro-5-(4-methoxystyryl) benzaldehyde (C68) To a stirred solution of <strong>[188813-05-0]3-bromo-5-chlorobenzaldehyde</strong> (20.0 g, 91.32 mmol) in dimethylacetamide, 1-methoxy-4-vinylbenzene (18.3 g, 136.9 mmol) and triethylamine (50 mL, 273.96 mmol) were added, and the reaction mixture was degassed with argon for 5 minutes. Palladium(II) acetate (410 mg, 1.83 mmol) and tri-o-tolylphosphine (1.11 g, 3.65 mmol) were added, and the resulting reaction mixture was heated to 100 C. for 16 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The combined organic layer was dried over sodium sulfate and concentrated under reduced pressure. The resulting crude material was purified by flash column chromatography using 5-10% ethyl acetate in petroleum ether as the eluent to afford the title compound as a yellow solid (13.5 g, 54%); 1H NMR (300 MHz, CDCl3) delta 9.99 (s, 1H), 7.85 (s, 1H), 7.69 (s, 2H), 7.47 (d, J=8.4 Hz, 2H), 7.16 (d, J=16.2 Hz, 1H), 6.94 (t, J=8.4 Hz, 3H), 3.84 (s, 3H); ESIMS m/z 273 ([M+H]+).
  • 60
  • [ 637-69-4 ]
  • [ 188813-05-0 ]
  • (E)-1-chloro-3-(difluoromethyl)-5-(4-methoxystyryl)benzene [ No CAS ]
  • 61
  • [ 637-69-4 ]
  • [ 1864-94-4 ]
  • (R)-2-(p-methoxyphenyl)propionic acid phenyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With (R)-((4,4?-bi-1,3-benzodioxole)-5,5?-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; palladium diacetate; In hexane; at 50℃; for 48h;Inert atmosphere; Sealed tube; (R) -DTBM-SEGPHOS represents a chiral ligand, and HCOOPh stands for <strong>[1864-94-4]phenyl formate</strong>.Under the argon atmosphere, palladium acetate (0.025 mmol, 0.0056 g), chiral ligand (R) -DTBM-SEGPHOS (0.05 mmol, 0.059 g), 0.5 mL of n-hexane, p-methoxystyrene having a formula of 3-b(0.5 mmol, 0.0671 g) and <strong>[1864-94-4]phenyl formate</strong> (1.5 mmol, 0.1832 g). Tighten the cap seal to adjust the heating plate temperature to 50 . After 48 hours, the reaction was quenched and cooled to room temperature. Column chromatography (petroleum ether: ethyl acetate in a volume ratio of 100: 1) gave 0.1153 g of colorless liquid (R) -2- (p-methoxyphenyl) (See formula 4-b as described in the above reaction), yield 90%, branched and straight chain ratio 11: 1, enantiomeric excess 93%, HPLC conditions: chiral IC column, n-hexane: isopropanol volume ratio of 99.5: 0.5, flow rate: 1.0 mL / min, absorption Wavelength: 224nm.
  • 62
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • trans-1-trifluoromethyl-2-(p-methoxyphenyl)cyclopropane [ No CAS ]
  • 63
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • trans-1-trifluoromethyl-2-(p-methoxyphenyl)cyclopropane [ No CAS ]
  • (-)-1-methoxy-4-(1R,2R)-(2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • 64
  • [ 637-69-4 ]
  • [ 373-88-6 ]
  • trans-1-trifluoromethyl-2-(p-methoxyphenyl)cyclopropane [ No CAS ]
  • (-)-1-methoxy-4-(1R,2R)-(2-(trifluoromethyl)cyclopropyl)benzene [ No CAS ]
  • cis-1-trifluoromethyl-2-(p-methoxyphenyl)cyclopropane [ No CAS ]
  • 65
  • [ 637-69-4 ]
  • [ 198206-33-6 ]
  • (E)-1-(4-methoxystyryl)-3-(trifluoromethoxy)benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
30.6% With tetrabutylammomium bromide; potassium acetate; palladium diacetate; In N,N-dimethyl-formamide; at 80℃; for 5h;Inert atmosphere; Sealed tube; General procedure: To a solution of tetrabutylammonium bromide (1.100 g, 3.33mmol), potassium acetate (0.586 g, 3.57 mmol), and palladium acetate (0.025 g, 0.11mmol) in DMF (20 mL) were added substituted iodobenzene (2.21mmol) and substituted styrene (2.44 mmol). The reaction mixture was recharged with argon and stirred at 80C for 5 h in a sealed tube. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated aqueous NaCl and concentrated in vacuo. The residue was purified by column chromatography on silica gel (petroleum ether/ethyl acetate, 10:3) to afford pure product.
  • 66
  • [ 637-69-4 ]
  • [ 1873-77-4 ]
  • [ 93247-78-0 ]
  • methyl 3-(2-(1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)-1-(4-methoxyphenyl)ethyl)-1H-indole-7-carboxylate [ No CAS ]
  • 67
  • [ 637-69-4 ]
  • [ 35120-18-4 ]
  • (E)-ethyl-1-(4-methoxystyryl)cyclobutanecarboxylate [ No CAS ]
  • 68
  • [ 637-69-4 ]
  • [ 2977-45-9 ]
  • C21H24O2 [ No CAS ]
  • 69
  • [ 637-69-4 ]
  • [ 1950-68-1 ]
  • 1-(4-methoxyphenyl)-2-((4-methoxyphenyl)sulfonyl)ethan-1-one oxime [ No CAS ]
  • 70
  • [ 637-69-4 ]
  • [ 998-30-1 ]
  • [ 128709-89-7 ]
  • [ 1515-95-3 ]
YieldReaction ConditionsOperation in experiment
With rhodium(III) chloride trihydrate; alpha-Oxo-phenylmethan-diphenylphosphin; at 70℃; for 10h;Inert atmosphere; General procedure: A 10mL three-necked flask equipped with a magnetic stirrer was charged with RhCl3·3H2O (8.0×10-3mmol) and acylphosphines prepared (4.0×10-2mmol) under argon atmosphere. Then alkene (4mmol) and silane (4.4mmol) were added via syringe. The hydrosilylation reaction proceeded with constant stirring under an appropriate temperature for 5h. At the end of the reaction, the conversion of alkene and the selectivity of product were determined by GC (Scheme 3) .
  • 71
  • [ 637-69-4 ]
  • [ 459-64-3 ]
  • [ 52189-63-6 ]
  • 4,4'-(1-(2-fluoro-4,6-dimethoxyphenyl)ethane-1,2-diyl)bis(methoxybenzene) [ No CAS ]
  • 72
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • [ 459-64-3 ]
  • 1-(1,2-bis(4-methoxyphenyl)ethyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline [ No CAS ]
  • 73
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • C31H30N2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
31% With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 20℃; for 12h;Inert atmosphere; Schlenk technique; Sealed tube; To the Schlenk sealed reactor was added p-methoxystyrene (0.2 mmol) of the formula I-1, an anthraquinone compound (1 mmol, 5 equivalents) of the formula II-5, Cu(OTf)2 ( 0.02 mmol, 10 mol%), Ir(ppy) 3 (0.02 mmol, 10 mol%), K2S2O8 (0.4 mmol, 2 eq.), and MeCN (2 mL), then argon-protected, stirred at room temperature for 12 hours, passed After the completion of the reaction was monitored by TLC or GC-MS, the solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (eluent hexane/ethyl acetate) to afford the desired product of formula III-10. The yield was 31%.
  • 74
  • [ 637-69-4 ]
  • [ 93247-78-0 ]
  • C29H26N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
38% With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium peroxodisulfate; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 20℃; for 12h;Inert atmosphere; Schlenk technique; Sealed tube; To the Schlenk sealed reactor was added p-methoxystyrene (0.2 mmol) of formula I-1,7-methoxycarbonylindole (1 mmol, 5 equivalents), Cu(OTf) 2 (0.02 mmol, 10 molpercent), Ir(ppy) 3 (0.02 mmol, 10 molpercent), K2S2O8 (Formula II-7) 0.4 mmol, 2 eq.), and MeCN (2 mL), then argon-protected and stirred at room temperature for 12 hours. After the reaction was completed by TLC or GC-MS, the solvent was evaporated under reduced pressure and the residue was applied to the column. Chromatography (the eluent is n-hexane / ethyl acetate) affords the desired product of formula III-12. The yield was 38percent.
  • 75
  • [ 637-69-4 ]
  • [ 35120-18-4 ]
  • [ 121-69-7 ]
  • ethyl 1-(2-(4-(dimethylamino)phenyl)-2-(4-methoxyphenyl)ethyl)cyclobutane-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; copper(l) chloride; In acetonitrile; at 20℃;Inert atmosphere; Irradiation; Schlenk technique; Sealed tube; To the Schlenk sealed reactor was added p-methoxystyrene (0.2 mmol) of formula I-1, formula II-1N,N-dimethylaniline (2 equivalents), compound of formula III-4 (2 equivalents), CuCl (10 mol%), [Ru(bipy)3]Cl2·6H2O (2 mol%), K2CO3 (2 equivalents) and MeCN (1 mL), then protected with argon at room temperature and 3W blueLED light source reacts under light conditions. After monitoring the reaction by TLC or GC-MS, the solvent is distilled off under reduced pressure, and then the residue is removed.The residue was subjected to column chromatography (yield: n-hexane / ethyl acetate) to afford the desired product of formula IV-4. Yield 42%; colorless oilLiquid
  • 76
  • [ 637-69-4 ]
  • [ 614-45-9 ]
  • [ 6140-17-6 ]
  • 1-(4-methoxyphenyl)-3-(4-(trifluoromethyl)phenyl)propyl benzoate [ No CAS ]
  • 77
  • [ 637-69-4 ]
  • [ 1950-68-1 ]
  • [ 76859-82-0 ]
YieldReaction ConditionsOperation in experiment
69% With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; at 20℃; for 36h; General procedure: To a Schlenk tube were added styrenes 1 (0.3 mmol), sulfonyl hydrazides 2 (0.36 mmol), TBAI (20 mol%), TBHP (1.2 equiv, 70% in water) and H2O (1 mL). The reaction mixture was stirred at room temperature in open air for the indicated time until complete consumption of starting material as monitored by TLC analysis. After the reaction was finished, the mixture was extracted three times with EtOAc. The organic layer was dried over Na2SO4, filtration and evaporation of the solvent. The mixture was purified by flash column chromatography over silica gel (hexane/ethyl acetate) to afford the desired products 3.
69% With tert.-butylhydroperoxide; tetra-(n-butyl)ammonium iodide; In water; at 25℃; for 36h;Schlenk technique; To the Schlenk reaction flask were added 4-methoxy-styrene (40.2 mg, 0.3 mmol), p-methoxybenzenesulfonyl hydrazide (72.7 mg, 0.36 mmol), TBAI (tetrabutylammonium iodide, 22.1 mg, 0.06mmol), TBHP (tert-butanol peroxide, 32.4 mg, 0.36 mmol) and solvent water (1 mL), the reaction flask was placed at 25 C, The reaction was stirred under an air atmosphere, and the progress of the reaction was monitored by TLC or GC. The reaction to the starting material is complete (reaction time 36 hours), The reaction solution after completion of the reaction was extracted three times with ethyl acetate. The organic phase was dried over anhydrous sodium sulfate, filtered and evaporated. The residue was subjected to column chromatography (eluent solvent: ethyl acetate / n-hexane) to give the desired product. (E)-1-methoxy-4-(2-((4-methoxyphenyl)sulfonyl)vinyl)benzene . (69% yield);
  • 78
  • [ 637-69-4 ]
  • [ 6971-74-0 ]
  • (E)-N-Ts-3-(4-methoxybenzylidene)isoindolin-1-one [ No CAS ]
  • 79
  • [ 637-69-4 ]
  • [ 29906-67-0 ]
  • [ 2926-29-6 ]
  • 1-methyl-5-nitro-3-(3,3,3-trifluoro-1-(4-methoxyphenyl)propyl)-1H-indole [ No CAS ]
  • 80
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • [ 2926-29-6 ]
  • 1-(3,3,3-trifluoro-1-(4-methoxyphenyl)propyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline [ No CAS ]
  • 81
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • [ 75-05-8 ]
  • 4-(5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinolin-1-yl)-4-(4-methoxyphenyl)butanenitrile [ No CAS ]
  • 82
  • [ 637-69-4 ]
  • [ 600-00-0 ]
  • [ 491-34-9 ]
  • ethyl 4-(4-methoxyphenyl)-2,2-dimethyl-4-(1-methyl-1,2,3,4-tetrahydroquinolin-6-yl)butanoate [ No CAS ]
  • 83
  • [ 637-69-4 ]
  • [ 149794-10-5 ]
  • [ 75-05-8 ]
  • 3-cyano-1-(4-methoxyphenyl)propyl N-(tert-butoxycarbonyl)-N-ethylglycinate [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With nickel(II) iodide; silver carbonate; at 120℃; for 24h;Schlenk technique; Inert atmosphere; To dry, 4-methoxystyrene (0.2 mmol) represented by Formula II-1 was sequentially added to the sealed Schlenk reactor. BOC-N-ethylglycine (2equiv) represented by formula III-1, NiI2 (10 mol%), Ag2CO3 (2equiv) and CH3CN (1 mL), Argon was used as a shielding gas and reacted at 120 C for 24 h. After the reaction was completed, the reaction solution was concentrated in vacuo. The residue was subjected to silica gel column chromatography (hexane/ethyl acetate = 10:1, volume ratio) The target product of formula I-1 (67.7 mg, 90%) was obtained. Yellow oily liquid;
  • 84
  • [ 123-91-1 ]
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • 1-(2-(1,4-dioxan-2-yl)-1-(4-methoxyphenyl)ethyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline [ No CAS ]
  • 85
  • [ 637-69-4 ]
  • [ 7462-74-0 ]
  • (E)-4-(4-methoxyphenyl)-2,2-dimethylbut-3-enamide [ No CAS ]
  • 86
  • [ 637-69-4 ]
  • [ 64-17-5 ]
  • [ 35120-18-4 ]
  • ethyl 1-(2-ethoxy-2-(4-methoxyphenyl)ethyl)cyclobutane-1-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
70% With N,N,N',N'',N'''-pentamethyldiethylenetriamine; N-ethyl-N,N-diisopropylamine; copper(I) bromide; In 1,2-dichloro-ethane; at 50℃; for 20h;Inert atmosphere; General procedure: CuBr (14.3 mg, 0.1mmol) andZn(OTf )2 (18.2 mg, 0.05mmol) was sequentially added underair to a dram vial equipped with a stir bar and a screw cap.After flushing with nitrogen gas (purity 99.95%), 1,2-dichloroethane(CH2Cl)2 (1.0 mL), iPr2NEt (0.13 mL, 0.75mmol),PMDETA (0.021 mL, 0.05mmol), 1 (0.5mmol), 2 (0.6mmol)and 3 (2.5mmol) were added by syringe and the resulting mixturevigorously stirred under nitrogen atmosphere for 20 h at rt.After this time, the contents of the flask were filtered through aplug of silica gel, and then concentrated by rotary evaporation.The residue was purified by flash chromatography, eluting withhexane/EtOAc to afford the product 4.
  • 87
  • [ 637-69-4 ]
  • [ 145838-86-4 ]
  • [ 621-07-8 ]
  • dimethyl 2-(2-((dibenzylamino)oxy)-2-(4-methoxyphenyl)ethyl)malonate [ No CAS ]
  • 88
  • [ 637-69-4 ]
  • [ 1093350-35-6 ]
  • [ 621-07-8 ]
  • dibenzyl 2-(2-((dibenzylamino)oxy)-2-(4-methoxyphenyl)ethyl)malonate [ No CAS ]
  • 89
  • [ 637-69-4 ]
  • [ 247940-06-3 ]
  • 2-(dicyclohexylphosphino)-2’-(4-methoxyphenethyl)biphenyl [ No CAS ]
  • 90
  • [ 637-69-4 ]
  • [ 247940-06-3 ]
  • 2-(dicyclohexylphosphino)-2’(4-methoxyphenethyl)-6’-(3-methoxy-3-oxopropyl)biphenyl [ No CAS ]
  • 91
  • [ 637-69-4 ]
  • [ 35856-62-3 ]
  • (E)-1-((4-methoxystyryl)sulfonyl)piperidine [ No CAS ]
  • 92
  • [ 637-69-4 ]
  • [ 5840-01-7 ]
  • [ 118334-83-1 ]
  • 1-(2-(-adamantan-1-yl)-1-(4-methoxyphenyl)ethyl)-5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline [ No CAS ]
  • 93
  • [ 637-69-4 ]
  • [ 109-74-0 ]
  • [ 149794-10-5 ]
  • 3-cyano-1-(4-methoxyphenyl)pentyl N-(tert-butoxycarbonyl)-N-ethylglycinate [ No CAS ]
  • 94
  • [ 637-69-4 ]
  • [ 149794-10-5 ]
  • [ 140-29-4 ]
  • 3-cyano-1-(4-methoxyphenyl)-3-phenylpropyl N-(tert-butoxycarbonyl)-N-ethylglycinate [ No CAS ]
  • 95
  • [ 637-69-4 ]
  • [ 149794-10-5 ]
  • [ 105-56-6 ]
  • ethyl 4-((N-(tert-butoxycarbonyl)-N-ethylglycyl)oxy)-2-cyano-4-(4-methoxyphenyl)butanoate [ No CAS ]
  • 97
  • [ 637-69-4 ]
  • [ 2696-84-6 ]
  • N-(1-(4-methoxyphenyl)ethyl)-4-propylaniline [ No CAS ]
Recommend Products
Same Skeleton Products
Historical Records