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Chemical Structure| 1303609-20-2 Chemical Structure| 1303609-20-2

Structure of 1303609-20-2

Chemical Structure| 1303609-20-2

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Product Details of [ 1303609-20-2 ]

CAS No. :1303609-20-2
Formula : C13H16O3
M.W : 220.26
SMILES Code : O=C([C@H]1C[C@@](C)(O)C1)OCC2=CC=CC=C2
MDL No. :MFCD30471286

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Application In Synthesis of [ 1303609-20-2 ]

* 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 [ 1303609-20-2 ]

[ 1303609-20-2 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 676-58-4 ]
  • [ 198995-91-4 ]
  • benzyl 3-hydroxy-3-methylcyclobutanecarboxylate [ No CAS ]
  • [ 1303609-20-2 ]
YieldReaction ConditionsOperation in experiment
MeMgCl in THF was added dropwise to the solution of compound 2 in diethyl ether at -78 C. and the mixture was stirred at the same temperature for half an hour. After TLC monitoring showed the disappearance of the starting material, the reaction was quenched by adding aqueous NH4Cl solution. The aqueous phase was extracted with ethyl acetate three times and the combined organic phase was washed with brine and dried (Na2SO4). The solid was filtered and the solvent was removed. The residue was purified by column chromatography to give compounds 3 and 4 (5:1 based on TLC analysis).
  • 2
  • [ 75-16-1 ]
  • [ 198995-91-4 ]
  • benzyl 3-hydroxy-3-methylcyclobutanecarboxylate [ No CAS ]
  • [ 1303609-20-2 ]
YieldReaction ConditionsOperation in experiment
60 mg; 160 mg In tetrahydrofuran; at 0℃; for 4h; To a solution of Cap W-25/Cap W-26 Step A (613 mg, 3 mmol) in THF (10 mL) at 0 C was added a 3.18 M solution of methyl magnesium bromide in ether (1.321 mL, 4.2 mmol) dropwise. The formed tan solution was stirred at this temperature for 4 h and poured into iced 1 M HC1. The mixture was then saturated with NaCl, extracted with EtOAc and the separated organic layer was washed with brine, dried over MgS04, filtered and evaporated in vacuo. The residual oil was purified by prep-HPLC (CH3CN-H20-NH4OAc) to afford a major product thet corresponded to Cap W-25 Step B (160 mg) as a colorless oil.XH NMR (500MHz, CDC13) delta 7.50 - 7.32 (m, 5H), 5.15 (s, 2H), 2.90 - 2.67 (m, 1H), 2.48 - 2.27 (m, 4H), 2.24 - 2.09 (m, 2H), 1.40 (s, 3H). A more polar and minor product was also isolated and it corresponded to Cap W-26 Step B (60 mg).XH NMR (500MHz, CDC13) delta 7.50 - 7.30 (m, 5H), 5.16 (s, 2H), 3.23 (tt, J=9.7, 6.8 Hz, 1H), 2.50 - 2.30 (m, 4H), 1.48 - 1.36 (m, 3H).
  • 3
  • [ 676-58-4 ]
  • [ 198995-91-4 ]
  • [ 1303609-20-2 ]
 

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