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The technique was introduced in the field of peptide synthesis by Robert Bruce Merrifield in 1977. [111] For peptide synthesis via automated machine, the orthogonality of the Fmoc group (basic cleavage), the tert‑butyl group (acidic cleavage) and diverse protecting groups for functional groups on the amino acid side-chains are used. [112]
The structure of the acetoxy group blue. In organic chemistry, the acetoxy group (abbr. AcO or OAc; IUPAC name: acetyloxy [1]), is a functional group with the formula −OCOCH 3 and the structure −O−C(=O)−CH 3. As the -oxy suffix implies, it differs from the acetyl group (−C(=O)−CH 3) by the presence of an additional oxygen atom.
Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis. A functional group is a group of atoms in a molecule with distinctive chemical properties, regardless of the other atoms in the molecule. The atoms in a functional group are linked to each other and to the rest of the molecule by covalent bonds.
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It introduces an acetyl group into a chemical compound. Such compounds are termed acetate esters or simply acetates. Deacetylation is the opposite reaction, the removal of an acetyl group from a chemical compound.
The reaction follows Markovnikov's rule (the hydroxy group will always be added to the more substituted carbon). The oxymercuration part of the reaction involves anti addition of OH group but the demercuration part of the reaction involves free radical mechanism and is not stereospecific, i.e. H and OH may be syn or anti to each other. [2] [3] [4]
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In IUPAC nomenclature, an acetyl group is called an ethanoyl group. An acetyl group contains a methyl group ( −CH 3 ) that is single-bonded to a carbonyl ( C=O ), making it an acyl group . The carbonyl center of an acyl radical has one non-bonded electron with which it forms a chemical bond to the remainder (denoted with the letter R ) of the ...