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Chemical Structure| 176237-48-2 Chemical Structure| 176237-48-2

Structure of 176237-48-2

Chemical Structure| 176237-48-2

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Product Details of [ 176237-48-2 ]

CAS No. :176237-48-2
Formula : C9H14O4
M.W : 186.21
SMILES Code : O=C([C@@H](CC1)OC1=O)OC(C)(C)C
English Name :tert-Butyl (R)-5-oxotetrahydrofuran-2-carboxylate

Safety of [ 176237-48-2 ]

Application In Synthesis of [ 176237-48-2 ]

* 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 [ 176237-48-2 ]

[ 176237-48-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 53558-93-3 ]
  • [ 75-65-0 ]
  • [ 176237-48-2 ]
YieldReaction ConditionsOperation in experiment
76% With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 0℃; for 12h; Inert atmosphere;
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; 5.6.2 Synthesis of tert-butyl (S)-5-oxotetrahydrofuran-2-carboxylate (S-3) General procedure: In a solution of S-2 (10.0g, 77mmol) in CH2Cl2 (240mL), t-butanol (8mL, 84mmol) and 4-dimethylaminopyridine (DMAP, 3.75g, 31mmol) were added and the reaction mixture was cooled to 0°C. To this solution, N, N-dicyclohexylcarbodiimide (DCC, 16.2g, 84.5mmol) in CH2Cl2 (80mL) was added dropwise. The reaction was stirred at room temperature overnight and upon completion the solvent was removed under reduced pressure. The residue was purified by column chromatography (silica gel, gravity) using hexane (250mL) and EtOAc:hexane (1:4) to give S-3 as white solid (7.0g, 55%) :
64 % With dmap; di-<i>tert</i>-butyl dicarbonate at 30℃;
 

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