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Draw compound 13 in your answer book and circle all the protecting groups (1 mark) What reagent(s) would you choose to selectively remove just the

  • Draw compound 13 in your answer book and circle all the protecting groups (1 mark)
  • What reagent(s) would you choose to selectively remove just the silyl ethers from 13? (1 mark)
  • Using your answers to the parts above, explain what is meant by an orthogonal protecting group strategy. (1 mark)

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TBSO OBn OTPS OTBS TPSO- a. n-Buli, THE OBn NNHSO,Ar H 10 b. TBSO TBSO TBSO PS OTPS OBn PS OBn c. LIAIH4. Et0 OBn d. H 11 13 12 TPS = tert-butykdiphenylsilyl (-Si((CeHshC(CH3)s) TBS = tert-butyldimethylsilyl (-Si((CHa),C(CHa)s) Bn = benzyl (CH,Ph) acac = acetylacetonato (CH,COCH,COCH) Buli = butyl lithium (CH;CH;CH2CH,Li) 1.....

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