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US 6,610,874 B2Granted
Processes and compositions for the production of chiral amino-nitriles
AssigneePCBU Services, Inc.
InventorsDavid Robert Allen, Crystal A. Achenbach-McCarthy
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Abstract
Processes for the efficient production of chiral amino nitrites are disclosed. Generally, the processes include the esterification of the alcohol of a amino protected alcohol followed by nucleophilic substitution of the ester with a cyano group. In an exemplary embodiment the chiral amino nitrile produced is (R)-3-aminopentanenitrile.
Claims15
A process for the preparation of chiral amino nitrile compounds from chiral amino alcohols comprising:
- a.) providing a chiral amino alcohol comprising
- wherein R represents a protecting group;
- b.) esterifying the alcohol group to create an ester having an electrophilic carbon having a leaving group;
- and
- c.) substituting a cyanide for said leaving group in the presence of dimethylformamide to form a chiral amino nitrile having a protected amine group.
2 more elements
A process for the preparation of chiral amino nitrile compounds from chiral amino alcohols comprising:
- a.) providing a chiral amino alcohol consisting essentially of:
- wherein R represents a protecting group;
- b.) esterifying the alcohol group to create an ester having an electrophilic carbon having a leaving group;
- and
- c.) substituting a cyanide for said leaving group in the presence of dimethylformamide to form an essentially enantiomerically pure amino nitrile having a protected amine group.
2 more elements
Dependencies are inferred from the claim text.