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Chemical Structure| 22072-22-6 Chemical Structure| 22072-22-6

Structure of 22072-22-6

Chemical Structure| 22072-22-6

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Product Details of [ 22072-22-6 ]

CAS No. :22072-22-6
Formula : C6H10OS
M.W : 130.21
SMILES Code : O=C1CCSCCC1
MDL No. :MFCD24688152

Safety of [ 22072-22-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Application In Synthesis of [ 22072-22-6 ]

* 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 [ 22072-22-6 ]

[ 22072-22-6 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 22072-22-6 ]
  • [ 1065181-58-9 ]
  • [ 1065182-26-4 ]
YieldReaction ConditionsOperation in experiment
24% Intermediate 46: Ethyl 5-bromo-3-(4-thiepanyl)-1H-indole-7-carboxylate.To a solution of 4-thiepanone (900 mg, 6.9 mmol, 1.1 eq) in dry dichloromethane (30 ml.) was added activated molecular sieves (4 A, beads, spatula tip full) and the solution was cooled to O 0C using an ice water bath. Trimethylsilyl trifluromethanesulfonate (1.25 ml_, 6.9 mmol, 1.1 eq) was added dropwise to the ketone solution, followed by the dropwise addition of ethyl 5-bromo-1 /-/-indole-7-carboxylate (1.69g, 6.3 mmol, 1 eq) as a solution in dichloromethane (10 ml_). The reaction mixture was stirred at rt for 2h, then warmed to 35 0C for 45 minutes. The deep red reaction mixture was cooled to 0 0C and triethylsilane (2 ml_, 12.6 mmol, 2 eq) was added. The mixture was warmed to rt for 30 minutes, then was quenched by the addition of saturated aq. sodium bicarbonate. The aqueous layer was extracted with dichloromethane (2x50 ml_), and the combined organic extracts were dried over sodium sulfate, filtered through a thin pad of silica gel (to remove baseline impurities), eluting with 50% ethyl acetate in hexanes, and concentrated to afford the crude product as a yellow residue. The crude material was purified by lsco Combiflash, eluting with 0-30% ethyl acetate in hexanes (120 gram column). The title compound was obtained as a yellow residue (540 mg, 24%).
 

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