The first total synthesis of an organic compound was accomplished in the 19th century by Kolbe start — Organic Chemistry Chemistry Question
Total synthesis (Organic synthesis – 2)
The first total synthesis of an organic compound was accomplished in the 19th century by Kolbe starting from carbon and sulfur as depicted in the following scheme.
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Even in modern organic synthesis, a similar synthetic strategy has been applied in the synthesis of amino acids.
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20.1.
Draw the structures of A–E and designate the absolute stereochemistry of D and E using the R/S convention.
Model Answer
A: Dichloroacetic acid (Cl2CH-COOH)
B: 2,2-dichloro-3-phenyloxirane (C8H6OCl2)
C: 2-azido-2-phenylacetyl chloride (C8H6N3OCl)
D: Methyl 2-azido-2-phenylacetate (C9H9N3O2)
E: (S-2-phenylglycine (C8H9NO2)
[VISUAL]
Absolute configuration of E is S.
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