August 08, 2022, 04:36:09 PM
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Topic: Stereoizomery  (Read 480 times)

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Offline Reproduktor

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Stereoizomery
« on: March 27, 2022, 03:27:15 AM »
I need someone, who can explain me , why the stereoizomery in this compound is "(S)" and not "(R)"? I tried to figure it out by myself, but it always end up being (R) for me, so I must be doing something wrong.
« Last Edit: March 27, 2022, 03:34:56 AM by Borek »

Offline sjb

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Re: Stereoizomery
« Reply #1 on: March 27, 2022, 05:49:59 AM »
How are you assigning each of the branches?
CN(C)CCC[C@@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F

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Re: Stereoizomery
« Reply #2 on: March 27, 2022, 06:50:44 AM »
Branch with oxygen - 1, fluorine - 2, dimethylamino group - 4 and the branch on the left side - 3.
That means from 1 - 3 it is counterclockwise ( which is "S" stereoizomery) but since there is 4th substituent "coming forward" (the branch containing dimethylamino group)- you're supposed to switch the "S" to "R", am I right?

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