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US 5,587,474 AGranted
Method for removing the protecting group for carboxyl group
AssigneeTanabe Seiyaku Co., Ltd.
InventorsKazuhiko Kondo, Hiroshi Horikawa, Tameo Iwasaki
Life of this patent
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Abstract
A method for removing substituted or unsubstituted allyl group from .beta.-lactam compound having substituted or unsubstituted allyl group-protecting carboxyl group, which comprises treating said .beta.-lactam compound with palladium catalyst in the presence of allyl-scavenger in aqueous organic solvent, by which the substituted or unsubstituted group can be easily and effectively removed under moderate conditions so that the desired compound can be obtained in high yield at low cost.
Claims16
A method for removing the the protecting group of the carboxyl group from a compound of the formula II:
- ##STR11## wherein R is the formula:
- --CH.sub.2 --CH.dbd.CHR.sup.0, R.sup.0 is a hydrogen atom, a lower alkyl group or a phenyl group, R.sup.4 is a hydrogen atom or a protecting group for a hydroxy group, and R.sup.5 is a hydrogen atom or a lower alkyl group comprising:
- reacting said compound II with an alkyl-scavenger selected from the group consisting of dimedone, 1,3-cyclohexadione, acetylacetone, ethylacetoacetate, an N-lower alkyl aniline and aniline in the presence of a palladium (II) compound and a compound selected from the group consisting of a tri-lower alkyl phosphate and a triphenyl phosphine in an aqueous organic solvent.
Dependencies are inferred from the claim text.