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(4 pts) Remdesivir Is an antiviral medication clinical tnals Answer the following questions regarding remdesivir:COVID-19.a) How many stereogenic centers are there ...

Question

(4 pts) Remdesivir Is an antiviral medication clinical tnals Answer the following questions regarding remdesivir:COVID-19.a) How many stereogenic centers are there (not counting phosphorus), and how many possible stereoisomers are there?Assign R,S configuration to three of the stereogenic centers.mmdasivir unlitiral dcxclontd tncut BOOLIR possible treatment (or COVID-[9(3 pts) How many signals would be scen in a "C-NMR spectrum of cach of the following compounds?

(4 pts) Remdesivir Is an antiviral medication clinical tnals Answer the following questions regarding remdesivir: COVID-19. a) How many stereogenic centers are there (not counting phosphorus), and how many possible stereoisomers are there? Assign R,S configuration to three of the stereogenic centers. mmdasivir unlitiral dcxclontd tncut BOOLIR possible treatment (or COVID-[9 (3 pts) How many signals would be scen in a "C-NMR spectrum of cach of the following compounds?



Answers

a. Locate all the tetrahedral stereogenic centers in discodermolide, a natural product isolated from the Caribbean marine sponge $Discodermia\ dissoluta.$ Discodermolide is a potent tumor inhibitor, and shows promise as a drug for treating colon, ovarian, and breast cancers.
b. Certain carbon-carbon double bonds can also be stereogenic centers. With reference to the definition in Section 5.3, explain how this can occur, and then locate the three additional stereogenic centers in discodermolide.
c. Considering all stereogenic centers, what is the maximum number of stereoisomers possible for discodermolide?

Here. The question is, how many's to eugenics enters represent in each compote. Draw all possible studios Summers knows to eugenics. Enters are actually a Semitic centers in the molecule on in case off carbon will know the drill. Carbon is a guest of four different groups. Then this carbon is is magical and it is also known as estimated sentence. And in case of nature's on when it is ammonium sort and it is addressed to four different groups, then only it is is magic on dhe. If the night Rosen is dash area me and it is at this to four different groups, even then, it is not s magic is magic. It is because it's in in Schumer's are inter color edible, even a true temperance. That is why Russia, Lee, I mean at this two different growth is not s a metric, and it is not the are not showing this to us. Alors. So in case on one first, a eagle won't only one estimated centre is present. This this cover is a test to four different groups and that Israel is asymmetric in case of lighters, and it is a distant, different groups. But Even then, it is structurally Nate Johnson. That is where this is no day to use an exit. So in the eagle on, only one student center is present. And that is where two possible in its humors are nice. So this structures are We are making the carbon, which is is synergy. And it is a distal one hydrogen. And second, these i super by group that is C H Grace. This is seen see seeds to dress. I said goodbye Group next is meantime a group which is we can imagine about the plane. And this is the group and your pain below the plane is siege to group. It is two natures. And with me Okay, as one group and see. Do it Fine. I know that service first studio film Blood and nest one is middle. Imagine this so it should be guard. But then Hydra sin and this side It should be C h c H c tries And here it should be meat group and beautiful playing should be seeing storeroom. It is too dangerous. And then for that it is to be taken and seed rich. So this is financial. And when into possible studio simmers in case of a molecule now come to be in being molecule Bree hair through centers, grossed eugenics centers on asymmetric centers. One is this lady person. It is quarter Neri energies to four different groups and 2nd 1 ese This government which is at its to four different groups both our student centers on because of these tools to use an eccentricity. The monitoring What's he going to studio Tillerson are for so first I summer way You're drained on the s immerse. So first should be you can start from see it she drench Fine seed, sewage frame, then one carbon one hydro's in this state. And Brenda height when you take grow should be here. This is what s intake center? No, June. And don't see it Credence When then Corinne isn Aitchison. Just do your genetic center and having the positive judge. And this later son is addressed to see human frame once ate. And second, these became group. And next he's C four article said difference. So this is smart Tiu thinking and really enjoyed this tree demon. And soon so me and you can draw city train. England cut open just kiss me, Jake. My night was in this state and let him shoot, then see, it's true pleadings. And then the student center did his mattress and positive. And this sainted should have seating train and the same page group and see for. So these are wrestlers, studio rumors and no second next door to us, Celeste should be. You can take a different color. Blue. Good. So, Dutch, this study or something syndrome train, then carbon. It is truly take group and Hydra isn't sick. And it is having this usually accepted. Now, after did see it, Q gains damn in nature just for the team haven't exchanging exception. And with one sage pain grew the end Next ese see for each lane. When you say you should hear with me, take a look. So this is fun. Stringent. And next time you should be merely mutual kiss. So get system, you know, and really this stretch seed your train, the bank open Diego should Why isn't he here? I do thinking Thanks, Jane. Go begins maitresse in just positive ordinary sort. I didn't we don't take dis eight. See for you. Yeah. So these are four summers just possibly studio. Why second, distant, very museum to first, indeed hurt and you just turned. Therefore, studios immerse, possibly in case off being money and Indy to a studio simmers because you need one is.

Just pushing. You're looking. That's by put autopsy hits now. And what happens when it comes? They need a season that this summer to ramp se. So we have. So as you can see, looking at this file on him next, what so be honestly could be cereal are visible of our car seat stroll Might have seen it snow. And these 123 six It does have its problems busier. Reach. There we go. It's miss these be, uh, usual Full of it Has a single serious sensor. Means it has to Syria license. Look, it's C. We're looking at how mystery rest Mr Ralph will be. I mean, you see to him and this is too serious senses it means trying. So this carbons history sensor and where is here is a one serious answer is because it is to Siri senses. It has four stereo ice, miss, because we come in pits

Okay, so for this problem I drew out to structures, I drew out for you s nicotine and S. Conine. And the first thing you want to do in this problem is figure out how many stereo centers are in each of these compound. So remember, a stereo center um is where you have a carbon that's bonded to four different groups. So in nicotine, the only stereo center is this carbon here. And in Coney you have similarly one stereo center, and this is usually denoted as an asterix. Um So when you have compounds that have stereo centers, because of that, you can have different stereo I summers that are possible. And so stereo I Summers, the way that you can figure out how many stereo I summers our guest the max number is use this equation to to the end where this end is the number of stereo centers. So in both of these cases, because you have one stereo center, you would have to to the first power which would give you two stereo I summers. And because of, you know, you know, this is us. You could also have our or are or so you have. For each of these, you have one stereo center and two stereo ice occurs either the R. Or the S. Configuration.

Okay, so for this problem, you want to think about stereo centers and steri allies emerge. So looking at these two structures, the structure for nicotine is shown here and then the structure for kony is shown here. So nicotine and coney to figure out how many stereo I summers or the max number of stereo Somers compound has. You first want to go through and identify all of your stereo centers. So a stereo center is where you have a carbon attached um to four different groups. So, for example, in nicotine you have this carbon here is attached to a carbon in the ring, nitrogen in the ring. Perfect. Sorry, a carbon that's sp two hybridized and also which isn't drawn in hydrogen. Similarly, in Koning, you also have one stereo centre Where this carbon is attached to four different groups. So to use that data to figure out how many stereo I summers. Ice. Oh, my goodness. You have used this equation where the math number of stereo I summers is equal to to to the power of N. Where N. Is the number of stereo centers. So in both cases here you have one serious center. So you have to to the one. So you have to serialize summers two and 1 to sterilize summers. And that makes sense because you have one Cairo center, so you can have for both of these two new stereo I summers that are in the R. Or as configuration.


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