5 USEFUL METHODS OF AMINO ACIDS

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5 USEFUL METHODS OF AMINO ACIDS

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METHOD1

• Amination of alpha-bromocarboxylic acids provides
  a straight forward
• method for preparing alpha- amino carboxylic
  acids. The bromoacid are
• conveniently prepared from carboxylic acids by
  reaction with Br2 PCl3.

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METHOD2

• By modifying the nitrogen as a phthalimide salt
  the propensity of amines to
• undergo multiple substitutions is removed, and a
  single clean substitution
• reaction of 1º- and many 2º-alkylhalides takes
  place.

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METHOD3

• An elegant procedure known as the Strecker
  synthesis, assembles an alpha-amino acid
  fromammonia (the amine precursor), cyanide (the
  carboxyl precursor) and an aldehyde. Thisreaction
  is essentially an imino analog of cyanohydrin
  formation. The alpha-amino nitrileformed in this
  way can then be hydrolyzed to an amino acid by
  either acid or base catalysis.

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METHOD 4

• Resolution The three synthetic procedures
  described above and many others thatcan be
  conceived, give racemic amino acid products. If
  pure L or D enantiomers aredesired, it is
  necessary to resolve these racemic mixtures.
• A common method of resolving racemates is by
  diastereomeric salt formation with apure chiral
  acid or base.

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METHOD 5

• Resolution The three synthetic procedures
  described above and many others thatcan be
  conceived, give racemic amino acid products. If
  pure L or D enantiomers aredesired, it is
  necessary to resolve these racemic mixtures.
• A common method of resolving racemates is by
  diastereomeric salt formation with apure chiral
  acid or base.

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