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Chemical Structure| 1228690-20-7 Chemical Structure| 1228690-20-7

Structure of 1228690-20-7

Chemical Structure| 1228690-20-7

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Product Details of [ 1228690-20-7 ]

CAS No. :1228690-20-7
Formula : C19H16BrClN2O3
M.W : 435.70
SMILES Code : O=C(O[C@@H](C1=CC=CC=C1Cl)C)NC2=C(C3=CC=C(Br)C=C3)ON=C2C

Safety of [ 1228690-20-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1228690-20-7 ]

* 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 [ 1228690-20-7 ]

[ 1228690-20-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 13524-04-4 ]
  • [ 91182-60-4 ]
  • [ 1228690-20-7 ]
YieldReaction ConditionsOperation in experiment
69% With diphenyl phosphoryl azide; triethylamine; In toluene; at 90℃; for 3h; A mixture of compound 1-3 (1.87 g, 12 mmol), compound 1-4 (2.82 g, 10 mmol), DPPA (3.3 g, 12 mmol) and TEA (2.02 g, 20 mmol) in toluene was stirred at 90C for 3 hrs. The mixture was diluted with EtOAc (100 mL), washed with water and brine. The organic layer was dried over Na2S04, filtered, and concentrated. The residue was purified by column chromatography on silica gel (Petroleum ether: EtOAc = 30:1) to afford 1-5 (3 g, yield 69%).
With diphenyl phosphoryl azide; triethylamine; In toluene; at 90℃; for 1h; Step 2: [5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-carbamic acid (R)-1-(2-chloro-phenyl)-ethyl ester5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (10 g, 35 mmol), (R)-1-(2-chloro-phenyl)-ethanol (6.6 g, 42 mmol), triethylamine (10 mL, 70 mmol), and diphenylphosphoryl azide (11.5 g, 42 mmol) were combined in toluene (100 mL) and stirred at 90 C. for 1 hour. The mixture was concentrated, and the residue was purified by silica gel chromatography (0-30% EtOAc in hexanes). The isolated product was recrystallized in 5:1 hexanes:acetone to give the title compound in >99% e.e (by chiral HPLC. Chiracel OD 98.4% hexanes/1.6% Ethanol. Major isomer 27.9 min minor isomer 32.7 min).
 

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