Intermediates for the production of epipodophylotoxin and relate

Details Intermediates for the production of epipodophylotoxin and relate Intermediates for the production of epipodophylotoxin and relate

1986-09-15

1988-03-01

Daus, Donald G.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548242, 548243, 549433, 549298, 549299, 558416, 560 51, 560 53, 560 56, 560 42, 562462, 562467, 562451, C07D26120

Patent

active

047287403

ABSTRACT:
There is provided a novel and efficient stereoselective total synthesis of epipodophyllotoxin and related epipodophyllotoxin compounds of the general formula ##STR1## wherein R.sup.1 and R.sup.2 each are independently hydrogen or (lower)alkoxy, or R.sup.1 and R.sup.2, taken together, is methylenedioxy; R.sup.4 and R.sup.6 each are independently hydrogen or (lower)alkoxy; and R.sup.5 is hydrogen or a phenol-protecting group; or an acid addition salt thereof. The present invention also provides novel intermediates and processes for the preparation of said intermediates, which are then converted into known antineoplastic agents.

REFERENCES:
patent: 3524844 (1970-08-01), Juslez et al.
patent: 3891664 (1975-06-01), Suzuki
Walter J. Gensler and Christos D. Gatsonis, J. Org. Chem., 31, 4004-4008, (1966).
Walter J. Gensler et al., J. Am. Chem. Soc., 82, 1714-1727, (1960).
Andrew S. Kende et al., J. Org. Chem., 1981, 2826-2828, (1981).
D. Rajapaksa et al., J. Am. Chem. Soc., 103, 6208-6209, (1981).
William Murphy et al., J. C. S. Perkin I, 271-276, (1982).
Russell Rodrigo, J. Org. Chem., 45, 4538-4540, (1980).
William Murphy et al., Tetrahedron Letters, 21, 1887-1890, (1980).

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