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Chemical Structure| 19578-68-8 Chemical Structure| 19578-68-8

Structure of 19578-68-8

Chemical Structure| 19578-68-8

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Product Details of [ 19578-68-8 ]

CAS No. :19578-68-8
Formula : C13H11IO
M.W : 310.13
SMILES Code : IC1=CC=C(OCC2=CC=CC=C2)C=C1
MDL No. :MFCD00079704
InChI Key :MPWFGAWFTAZWKZ-UHFFFAOYSA-N
Pubchem ID :519671

Safety of [ 19578-68-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 19578-68-8 ]

* 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 [ 19578-68-8 ]

[ 19578-68-8 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 175204-88-3 ]
  • [ 19578-68-8 ]
  • [ 870280-38-9 ]
YieldReaction ConditionsOperation in experiment
18% With copper(l) iodide; triethylamine;palladium diacetate; triphenylphosphine; In DMF (N,N-dimethyl-formamide); at 130℃; for 12h; Compound 7; (R)-2-[5-(4-Benzyloxyphenyl)-2-(4-trifluoromethylphenyl)thiazole-4-carbonyl]amino}- 3-benzylsulfanylpropionic acid; Step A: 5-( 4-Benzyloxyphenyl)-2-( 4-trifluoromethylphenyl)thiazole-4-carboxylic acid ethyl ester; A mixture of 2- (4-trifluoromethylphenyl)thiazole-4-carboxylic ethyl ester (commercially available, 301 mg, 1.0 mmol), 4-benzyloxy-1-iodobenzene (620 mg, 2.0 mmol), palladium acetate (22 mg, 0.1 mmol), copper (I) iodide (381 mg, 2.0 mmol), triphenylphosphine (52 mg, 0.2 mmol) and triethylamine (0.28 mL, 2.0 mmol) in dimethyl formamide (3.0 mL) was heated at 130C for 12 h. It was then cooled to room temperature and diluted with ethyl acetate (15 mL). After washing with water multiple times, the organic layer was separated, dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the crude product. Purification of the crude product by medium pressure liquid chromatography on silica gel (1: 9 ethyl acetate/hexanes) gave 85 mg (18%) of the title compound. MS 484.1 (M+H)+.
  • 2
  • [ 56309-94-5 ]
  • [ 19578-68-8 ]
  • C27H34O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
99% Under a nitrogen atmosphere, isopropyl magnesium chloride-lithium chloride complex (1.30 M; THF solution; 381 ml) and THF (tetrahydrofuran) (700 ml) were placed in a reactor and cooled to 0 ° C.Compound (T-2) (140 g) was slowly added thereto, and the mixture was stirred at 0 ° C. for 1 hour.Next, compound (T-1) (113 g) was added slowly,And the mixture was stirred for 12 hours while returning to room temperature.The reaction mixture was poured into a saturated aqueous ammonium chloride solution and the aqueous layer was extracted with toluene.The combined organic layers were washed with water and dried over anhydrous magnesium sulfate.The solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (toluene / ethyl acetate = 5/1, volume ratio) to obtain compound (T-3) (188 g, yield 99percent) .
  • 3
  • [ 156353-01-4 ]
  • [ 19578-68-8 ]
  • (4-(benzyloxy)phenyl)(tetrahydro-2H-pyran-4-yl)methanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% To a solution of 1-(benzyloxy)-4-iodobenzene (3.35 g, 10.8 mmol) in 24 mL THF at 0 was added a 1.3 M solution of i-PrMgCl.LiCl in THF (8.3 mL, 10.8 mmol) and the mixture stirred at rt for 1 h. The resulting solution was added to a premixed solution of <strong>[156353-01-4]N-methoxy-N-methyltetrahydro-2H-pyran-4-carboxamide</strong> (1.63 g, 9.4 mmol) in 18 mL of 0.6 M LaCl3.2LiCl (10.8 mmol) at -78 C. and stirred at 23 C. for 3 h, then 1 M NH4Cl and EtOAc were added, the organic layer separated and washed with brine, dried (MgSO4) and evaporated. The residue was purified (FCC, SiO2, 10-40% EtOAc/heptanes) to provide the title compound (885 mg, 32% yield) as an oil. 1H NMR (400 MHz, CDCl3) delta 7.96 (d, J=8.8 Hz, 2H), 7.51-7.35 (m, 5H), 7.05 (d, J=8.8 Hz, 2H), 5.16 (s, 2H), 4.15-4.04 (m, 2H), 3.58 (dt, J=2.2, 11.6 Hz, 2H), 3.48 (tt, J=3.9, 11.1 Hz, 1H), 2.04-1.85 (m, 2H), 1.81-1.72 (m, 2H). [M+H]=297.2.
 

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