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Chemical Structure| 16892-50-5 Chemical Structure| 16892-50-5

Structure of 16892-50-5

Chemical Structure| 16892-50-5

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Product Details of [ 16892-50-5 ]

CAS No. :16892-50-5
Formula : C7H10OS
M.W : 142.22
SMILES Code : O=C1CC(S2)CCC2C1
MDL No. :MFCD24688193

Safety of [ 16892-50-5 ]

Application In Synthesis of [ 16892-50-5 ]

* 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 [ 16892-50-5 ]

[ 16892-50-5 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 16892-50-5 ]
  • [ 1065181-58-9 ]
  • ethyl 5-bromo-3-(8-thiabicyclo[3.2.1]oct-3-yl)-1H-indole-7-carboxylate [ No CAS ]
  • ethyl 5-bromo-3-(8-thiabicyclo[3.2.1]oct-3-yl)-1H-indole-7-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Intermediate 31 :Ethyl 5-bromo-3-(8-thiabicyclo[3.2.1]oct-3-yl)-1H-indole-7-carboxylate.To a solution of 8-thiabicyclo[3.2.1]octan-3-one (1.33 g, 9.32 mmol, 1 eq) in dry dichloromethane (50 mL) was added a spatula tip full of activated 4A molecular sieves (beads). The ketone solution was cooled to 0 0C, and trimethylsilyl triflate (1.7 mL, 9.41 mmol, 1 eq) was added dropwise followed by a solution of ethyl 5-bromo-1 H-indole-7- carboxylate (2.5 g, 9.32 mmol, 1 eq) in dichloromethane (25 mL). The mixture was stirred at 23 0C overnight, then was cooled to 23 0C and triethylsilane (2.3 mL, 14.4 mmol, 1.5 eq) was added in a single portion. The reaction was stirred at 23 0C for 1.5h, then quenched by the addition of saturated aqueous sodium bicarbonate. The mixture was extracted with dichloromethane, and the combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The crude product was purified by lsco Combiflash, 120 gram column, eluting with 0-30% ethyl acetate in hexanes. The ethyl 5-bromo-3-(8- thiabicyclo[3.2.1]oct-3-yl)-1 /-/-indole-7-carboxylate was obtained as a mixture of isomers (2.38 g, 65%).
  • 2
  • [ 1065181-58-9 ]
  • [ 16892-50-5 ]
  • ethyl 5-bromo-3-(8-thiabicyclo[3.2.1]oct-3-yl)-1H-indole-7-carboxylate [ No CAS ]
 

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