• 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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Transcribed Image Text:

TBSO OBn OTPS OTBS TPSO- a. n-Buli, THE OBn NNHSO,Ar H но 10 b. TBSO TBSO TBSO ОТPS OTPS OBn ОТPS OBn c. LIAIH4. Et0 OBn d. но но HỒ 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..... TBSO OBn OTPS OTBS TPSO- a. n-Buli, THE OBn NNHSO,Ar H но 10 b. TBSO TBSO TBSO ОТPS OTPS OBn ОТPS OBn c. LIAIH4. Et0 OBn d. но но HỒ 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.....

Answer rating: 100% (QA)

2Reagent for Deprotection of silyl ether Acidic conditions H Fluoride conditions Tetrabutyl amm... View the full answer