Skip to main content

Questions tagged [retrosynthesis]

The tag has no usage guidance.

Filter by
Sorted by
Tagged with
6 votes
2 answers
1k views

Retrosynthesis of 4-ethyl-2,2,5,5-tetramethyl-1,3-dioxane

I asked a similar question yesterday. They ask us to suggest a retrosynthesis for 4-ethyl-2,2,5,5-tetramethyl-1,3-dioxane I found this slide in our lecture where a dioxane is synthesized. If I ...
wengen's user avatar
  • 423
5 votes
0 answers
109 views

Retrosynthesis of 2,5,8-trimethylnonan-5-ol

They ask us to suggest a retrosynthesis of 2,5,8-trimethylnonan-5-ol: So I went through my course slides, and I found this: Translation: verwende Grignard = use Grignard My question is: Can I ...
wengen's user avatar
  • 423
2 votes
0 answers
47 views

Palladium coupling reactions and purification

I tried to synthesize 2-(6-fluoropyridin-3-yl) acetic acid from 5-(Chloromethyl)-2-fluoropyridine using Pd(OAc)2/PPh3 catalyst,Na2CO3 and DCC. I eluted my product on TLC with Ethyl acetate/hexane/...
Ella's user avatar
  • 39
4 votes
0 answers
64 views

Retrosynthesis of 1-(3-chloro-5-nitrophenyl)-2,2-dimethylpropan-1-one

I was tasked with figuring out the order of attaching the functional groups to a benzene ring for the synthesis of 1-(3-chloro-5-nitrophenyl)-2,2-dimethylpropan-1-one: I propose the following order: ...
Zack Eichenbaum's user avatar
0 votes
2 answers
285 views

Synthesis and retrosynthetic analysis of dicyclohexylamine

I need to consider the retrosynthetic analysis and synthesis of dicyclohexylamine. For the retrosynthetic analysis, I have relied on the method of disconnections, which consists in splitting the ...
Carlos's user avatar
  • 607
0 votes
0 answers
74 views

Retrosynthesis of (1S,2R)‐1‐isopropyl‐2,4‐dimethylcyclohexane

I think that retrosynthesis of (1S,2R)‐1‐isopropyl‐2,4‐dimethylcyclohexane involves the opening of an epoxide, to control the regiochemistry in order to achieve the trans-configuration via an SN2 ...
Charlotte's user avatar
7 votes
1 answer
471 views

Retrosynthesis of (2E)-1-(2,4-dimethylphenyl)-3-(thiophen-2-yl)prop-2-en-1-one

I am struggling to find a way to disconnect this molecule and I am unsure of the order: First, I was thinking of disconnecting the C=C of the α,β-unsaturated carbonyl. Then for the thiophene group ...
Charlotte's user avatar
1 vote
0 answers
73 views

Retrosynthesis of {6-[2-(benzylamino)ethyl]-1,4-dihydropyrimidin-4-yl}methanol

I have {6-[2-(benzylamino)ethyl]-1,4-dihydropyrimidin-4-yl}methanol (at the top) and have to make the retrosynthesis steps for my class. I tried different things but I'm not sure about it. In 1 you ...
vupodd's user avatar
  • 11
5 votes
2 answers
359 views

How can we synthesize this cycloester, starting with methyl 4-phenylbutanoate?

I was wondering how to realize following synthesis: I am struggling with this one; for sure, this has something to do with the benzyl position which is particularly reactive, and something ...
user avatar
4 votes
0 answers
179 views

retrosynthesis gamma-hydroxy ketone

One of the sections about retrosynthesis in Warren's book addresses how to access $\gamma$-hydroxy carbonyl compounds like ZM181. This is again one of the examples to advice the reader to check the ...
Buttonwood's user avatar
  • 30.1k