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) 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

Question: 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)

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.....

Step by Step Solution

★★★★★

3.32 Rating (152 Votes )

There are 3 Steps involved in it

1 Expert Approved Answer

Step: 1 Unlock

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

Question Has Been Solved by an Expert!

Get step-by-step solutions from verified subject matter experts

Step: 2 Unlock

Step: 3 Unlock

Students Have Also Explored These Related Chemistry Questions!

Draw compound 13 in your answer book and circle all the protecting groups What reagent(s) would you choose to selectively remove just the silyl ethers from 13? Using your answers to parts (v) and...

Explain what is meant by an orderly transaction.

Explain what is meant by an Organization's risk utility.

Q9. The following questions are not related 9.1 [2 marks each] Determine the intersection of the planes, if any. Show your work! 10 (a) m1 :32 - y+ 4z - 1=0 712 :+ 2y + 2+7 = 0 713 : x+ 3y + 22 - 5=0...

1.Test Incorporated is trading at a P/E multiple of 16. You have calculated the firms expected growth to be 5%, cost of capital to be 10%, and payout ratio to be 70%. According to your calculations,...

Instructions: Use the financial statements from the annual report for the year ended 12/31/2019 for General Motors Company (GM). The Annual Report is on MOODLE. Answer the questions after each...

1). As a consequence of Covid-19 crises, a big reduction has happened in both demand and supply side of the market for restaurant meals. (a)How do you think equilibrium price and quantity changed?...

WTich bases to close, relevant-cost analysis, opportunity costs. The Department of National Defence has the difficult decision of deciding which military bases to close down. Alilitary and political...

Joy Land Toys, a toy manufacturer, is experiencing quality problems on its assembly line. The marketing division estimates that each defective toy that leaves the plant costs the firm $10, on...

Using the Exact International Fisher Effect from our discussion of the Fisher effect in chapter, we know that the actual relationship between a nominal rate, R, a real rate, r, and an inflation rate,...

Use a K map to simplify y = C(ABD + DB) + ABC + D

You are required to construct an investment portfolio containing investments in 5 Australian companies, chosen from stocks listed in the S&P/ASX 200. Moreover, you are required to graph two...

In a vertical common size income statement for 2 0 1 9 , operating expenses are expressed as: \ table [ [ , 2 0 1 9 , 2 0 1 8 , 2 0 1 7

C) Use the appropriate Maxwell relation and determine whether the specific heat capacity at constant pressure (Cp) is a function of pressure at onstant temperature for: i) An ideal gas ii) [6 marks]...

C) A fuel-air mixture enters a closed cylinder of an internal combustion engine at 0.10 MPa and 25C. The mixture is then adiabatically and reversibly compressed in the cylinder to 1/6h the initial...

The inventory footnote from Deere & Company's 2013 10-K follows ($ millions). 15. INVENTORIES A majority of inventory owned by Deere & Company and its US equipment subsidiaries are valued at cost, on...

Larkspur, Inc. sells products that carry a two year warranty. Any defective product is replaced with a new item taken from inventory. Management believes that this is the most cost effective way to...

Skysong, Inc. sells products that carry a two-year warranty. Any defective product is replaced with a new item taken from inventory. Management believes that this is the most cost-effective way to...

Why You Should Buy Binance Account from Us Are you looking to buy Binance account to skip the hassle of registration and verification? You're not alone. Many crypto enthusiasts want to dive straight...

Question of ex ! Lecture 84 - x (13) Gip 8 ( WUX Mobil 1 AdvanceX dwa precis ChemActivity Library RedShell Sapling Learning Wiley PLUS My Profile - Zoom WSU Email W WSU Technology WSU Home Mayo...

9. Give the IUPAC name for the following compound. 7. Give the IUPAC name for the following compound. 13 Draw the molecule trans-1-ethyl-3isopropylcyclohexane in its chair and its flipped chair...

Compound A has prominent infrared absorptions at 1050,1786, and 1852cm1 and shows a single absorption in the proton NMR spectrum at 3.00. When heated gently with methanol, compound B,C5H8O4, is...

hello guys could uou help me ? based on the report form, could you help with the laboratory report please ? need help asap. the last 2 pages are just a sample example. we use different compund as you...

please help with number 13 12. A Pure compound is found to contain 65.7% carbon and 1.2% hydrogen. The remainder is oxygen. What is the empirical formula of their pure compound? 13. A sample of pure...

You have just turned 3 5 , and you intend to start saving for your retirement. Once you retire in 3 0 years ( when you turn 6 5 ) , you would like to have an income of $ 1 0 0 , 0 0 0 per year for...