u/Chickenlord22

▲ 3 r/OrganicChemistry+1 crossposts

https://preview.redd.it/cp6lui7u4zyg1.png?width=494&format=png&auto=webp&s=60160f51e14bde303ed0f5eb054eaec5d461a23a

Hey everyone,

I'm working on a retrosynthesis project for my Organic Chemistry class and I've hit a wall.

The Goal:

We have to pick an organic compound and retro-synthesize it back to commercially available starting materials that cost less than $10 per gram.

The Problem:

I've attached an image of my target molecule. I'm doing okay breaking down most of the framework, but I am really struggling with the picture above I've tried different ways to cut the molecules and i always hit a dead end, it feels like I'm close but when it comes down to it the stereocenter is either in the wrong place or the starting material is to expensive

I don't know what kind of reaction or sequence to use to ensure I maintain that specific stereocenter without messing up the rest of the molecule.

Does anyone have any advice on which specific disconnection I should be looking at, or a name reaction that preserves this stereochemistry that I might be forgetting? Any nudges in the right direction would be hugely appreciated!

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u/Chickenlord22 — 10 days ago