4-(1,1-dialkoxycarbonylalkyl) azetidin-2-one derivative and proc

Details 4-(1,1-dialkoxycarbonylalkyl) azetidin-2-one derivative and proc 4-(1,1-dialkoxycarbonylalkyl) azetidin-2-one derivative and proc

1994-07-25

1996-11-12

Berch, Mark L.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D70508, C07B 3706

Patent

active

055741525

ABSTRACT:
A process for preferentially producing a 4-(1-carboxyalkyl) azetidin-2-one derivative represented by formula (II.beta.): ##STR1## wherein R.sup.3 represents a lower alkyl group and R.sup.4 represents a hydrogen atom or a hydroxy-protective group, which involves deesterifying and decarboxylating a 4-(1,1-dialkoxycarbonylalkyl) azetidin-2-one derivative represented by formula (I): ##STR2## wherein R.sup.1 and R.sup.2 are identical or different and each represents an alkyl group, an alkenyl group, or an aralkyl group, R.sup.3 and R.sup.4 each has the meaning as defined above, and R.sup.5 represents an amino-protective group, and after that, eliminating the amino-protective group from the derivative, where the 4-(1-carboxyalkyl)azetidin-2-one derivative of formula (II.beta.) is present in an amount of at least 61% by mol of all 4-(1-carboxyalkyl)azetidin-2-one derivatives produced.

REFERENCES:
C. U. Kim et al., Tetrahedron Lett., 28 (5) 507-510 (1987).
T. Chiba et al., Chem. Lett., 1343-1346 (1985).
T. Shibata et al., Tetrahedron Lett., 26 (39) 4739-4742 (1985).
Y. Nagao et al., J. Am. Chem. Soc., 108, 4673-4675 (1986).
Y. Nagao, Chem Abs 108, 5705s (1987).
L. M. Fuentes et al., J. Am. Chem. Soc., 108, 4675-4676 (1986).
R. Deziel et al., Tetrahedron Lett., 27 (47) 5687-5690 (1986).
Y. Ito et al., Tetrahedron Lett., 28 (52) 6625-6628 (1987).
M. Endo, Can. J. Chem., 65, 2140-2145 (1987).
A. Martel et al., Can. J. Chem., 66, 1537-1539 (1988).
D. H. Shih et al., Heterocycles, 21 (1) 29-40 (1984).
Pearson, J Org Chem 52, 3176 (1987).
T. Iimori et al., Tetrahedron Lett., 27 (19) 2149-2152 (1986).
Y. Ito et al., Yuki Gosei Kagaku Kyokaishi, 47 (7) 606-618 (1985).
R. Joyeau et al., J. Chem. Soc., Perkin Trans. I, 1899-1907 (1987).
R. Joyeau et al., Tetrahedron Lett., 30 (3) 337-340 (1989).
J. Tsuji et al., Tetrahedron Lett., (7) 613-616 (1979).
T. Mandai et al., J. Org. Chem., 54 5395-5397 (1989).
C. W. Greengrass et al. Tetrahedron Letters., vol. 22, No. 52, pp. 5335-5338 (1981).
Nagao, Kagaku 42, 190-196 (1987).
Zto, Chem Abs 112, 55296 (1989).
Choi et al Let. Letters 35, 2275 (1994).

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