In order to find out the correct configuration at a chiral carbon we should first give priorities to the atoms or groups around the carbon atom.
The priority of a group depends on cahn-ingold-prelog rules.
The group attached to the carbon through the biggest atom will be the first in order and lowest group will be of least priority.
A. R-configuration
Priority order 1 -OH as Oxygen is the biggest atom directly attached to A Carbon.
Priority order 2 -CH2NH2 as this carbon is attached to Nitrogen which is bigger than carbon.
Priority order 3 -C=C of aromatic ring. A double bonded carbon equals to carbon attached to two other carbon atoms and hence it is given a third priority.
The priority order is clockwise direction with lowest priority order group (H) directed backwards and hence it is R-configuration at A.
B. S-configuration
Priority order 1 -NH2 as Nitrogen atom is the biggest atom directly attached to B carbon.
Priority order 2 -COOH as carbon atom is attached to the oxygen atom.
Priority order 3 -CH3 as carbon is attached to three smaller hydrogen atoms.
The priority order is clockwise direction with lowest priority order group (H) directed front and hence it is S-configuration at B.
C. R-configuration
Priority order 1 -OH as Oxygen is the biggest atom directly attached to C Carbon.
Priority order 2 -COOH as carbon atom is attached to the two oxygen atoms.
Priority order 3 -CH(OH)(COOH). The carbon atom is attached to one oxygen and one carbon atom but in COOH carbon is attached directly to two oxygen atoms and hence this group is given the third priority.
The priority order is clockwise direction with lowest priority order group (H) directed backwards and hence it is R-configuration at A.
D. S-configuration
Priority order 1 H3C-C=CH2 , the middle carbon in this group is considered to be attached to three carbon atom as there is the presence of a double bond and hence is given the first priority order.
Priority order 2 -CH2(CO)CH2- , carbon chain continues with a carbonyl group at the second position of the group.
Priority order 3 -CH2CH2CH2- , as this is the group that continues with the smallest atoms, it is given the third priority.
The priority order is clockwise direction with lowest priority order group (H) directed front and hence it is S-configuration at B.
E - S-configuration
Likewise, For E carbon also, the priority orders are given to the functional groups which gives anti-clockwise order with hydrogen projected backwards. Thus the configuration is S at E.
Compare this explanation with the uploaded image.
OH vo: COOH H CH NH2 --CH₃ HN norepinephrine alarine Нос H HC CH3 H носон...
3. R, S Configurations Assign R, S configurations to each indicated chirality center in the molecules below. 14. OH 15. COOH ---H CH NH2 HỌN H -CH3 HO alanine norepinephrine - 18. 16. HOC / OHH HV CH; НС . H7 HO COH CH2 dihydrocarvone tartaric acid
Assign R, S configurations to each indicated chirality center in the molecules below. A. OH B. COOH НО. ---H co CHANH CH; HAN HO H norepinephrine alaine 0 D. C. H E. HOC OH moje H н. CH3 H2C H НО CO H CH2 tartaric acid dihydrocaryone
Assign R, S configurations to each indicated chirality center in the molecules below. B. COOH A. OH HOW -H CHANH HNCH HO norepinephrine alamine HOC / OH CH3 не HC HÓ COH tartaric acid CH2 dihadrocarpone The configuration of this carbon atom (A) is · (2 pts.) The configuration of this carbon atom (B) is _ . (2 pts.) The configuration of this carbon atom (C) is . (2 pts.) . The configuration of this carbon atom (D) is __....
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designate the R/S configuration for any chiral centers нсн, но, сня H.CH, H, CH3 Но, | | H NH20 Кн 23, HC NHA 24. нсн, нсна H CH3 нон Дн 26 но сн, .. .CH OH нд но со Р o . 28 ноги нас < HO 29. Но LOH не 30.
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