Intermediates for the production of epipodophyllotoxin and relat

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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558426, 558271, 558270, 560 42, 560 53, 562462, 562451, C07D31744, C07C 6926

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047958197

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), Juxler et al.
patent: 4294763 (1981-10-01), Kende et al.
patent: 4391982 (1983-07-01), Kende et al.
Gensler et al., J. Org. Chem., 31, 4004 (1966).
Genslert et al., JACS, 82, 1714 (1960).
Kende et al., J. Org. Chem., 46, 2826 (1981).
Murphy et al., JCS Perkin I, 271-276 (1982).
Rodrigo, J. Org. Chem., 45, 4538 (1980).

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