2-nitrobenzoyl-3-silyloxyaminoacrylate derivatives and method for the preparation of the same
AssigneeKorea Institute of Science and Technology
InventorsYousoung Kim, Soon Bang Kang, Seonhec Park
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Abstract
There are disclosed 2-benzoyl-3-aminoacrylate derivatives of formula I and methods for the preparation of the same. The compounds can be used as starting materials to synthesize benzoxazine derivatives, potent antibacterial compounds. ##STR1##
Claims8
A 2-benzoyl-3-silyloxyaminoacrylate derivative having the formula I or a stereoisomeric form thereof, or a salt thereof:
- ##STR9## wherein X is a halogen atom;
- X.sub.1 is a hologen atom or a nitro group;
- R is an alkyl group containing 1 to 4 carbon atoms;
- and,
- R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is independently an alkyl or allyl group containing 1 to 8 carbon atoms.
A silylacrylate derivative having the formula V:
- ##STR10## wherein R is an alkyl group containing 1 to 4 carbon atoms;
- and, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is independently an alkyl or allyl group containing 1 to 8 carbon atoms.
A method for preparing a silylacrylderivative having the following formula V:
- ##STR11## wherein R is an alkyl group containing 1 to 4 carbon atoms;
- and, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is independently an alkyl or allyl group containing 1 to 8 carbon atoms, comprising the reaction of an acrylate derivative having the following formula III:
- ##STR12## wherein R and R.sub.1 each is as defined above, with a trialkylsilyl chloride having the following formula IV:
- ##STR13## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is as defined above, at a temperature of 0.degree. to 30.degree. C. for 1 to 24 hours in an organic solvent in the presence of base with stirring.
A method for preparing a 2-nitrobenzoyl-3-silyloxyaminoacrylate derivative having the following formula I:
- ##STR14## wherein X is a halogen atom;
- X.sub.1 is an alkyl group containing 1 to 4 carbon atoms;
- and,
- R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is independently an alkyl or allyl group containing 1 to 8 carbon atoms,
- comprising the reaction of a silylacrylate derivative having the following formula V:
- ##STR15## wherein R, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 each is as defined above, with a 2-nitrobenzoyl chloride derivative having the following formula VI:
- ##STR16## wherein X and X.sub.1 each is as defined above, at a temperature of 0.degree. to 100.degree. C. for 0.5 to 3 hours in the presence of base with heating.
Dependencies are inferred from the claim text.