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Topgi, 2003 - Google Patents

Development of a Biocatalytic Process for the Resolution of (R)-and (S)-Ethyl 3-amino-4-pentynoate Isomers Using Enzyme Penicillin G Amidohydrolase

Topgi, 2003

Document ID
17942968944201191334
Author
Topgi R
Publication year
Publication venue
Asymmetric Catalysis on Industrial Scale: Challenges, Approaches and Solutions

External Links

Snippet

The beta-amino acid,(S)-ethyl 3-amino-4-pentynoate, a chiral synthon, was an intermediate in the synthesis of an anti-platelet agent, xemilofiban. A biocatalytic process using the enzyme Penicillin G amidohydrolase was developed to resolve (R)-and (S)-enantiomers of …
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    • C12P41/00—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture
    • C12P41/006—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures
    • C12P41/007—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by reactions involving C-N bonds, e.g. nitriles, amides, hydantoins, carbamates, lactames, transamination reactions, or keto group formation from racemic mixtures by reactions involving acyl derivatives of racemic amines
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    • C12P41/00—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture
    • C12P41/003—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/004—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of alcohol- or thiol groups in the enantiomers or the inverse reaction
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    • C12P41/003—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions
    • C12P41/005—Processes using enzymes or micro-organisms to separate optical isomers from a racemic mixture by ester formation, lactone formation or the inverse reactions by esterification of carboxylic acid groups in the enantiomers or the inverse reaction
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    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/02—Amides, e.g. chloramphenicol or polyamides; Imides or polyimides; Urethanes, i.e. compounds comprising N-C=O structural element or polyurethanes
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    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
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    • C12P17/00—Preparation of heterocyclic carbon compounds with only O, N, S, Se or Te as ring hetero atoms
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    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/28—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being saturated and containing rings

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