Process for the preparation of 10-deazaaminopterin and related c

Organic compounds -- part of the class 532-570 series – Organic compounds – Plural nitrogens bonded directly to the pteridine ring system

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542458, 544244, C07D47508

Patent

active

041722000

ABSTRACT:
There is disclosed an improved process for the preparation of 10-deazaaminopterin and related compounds. In accordance with this process, 6-(bromomethyl)-2,4-pteridinediamine hydrobromide is reacted with triphenylphosphine to form a phosphonium salt which is then treated with a base to yield the corresponding ylid (2,4-diamino-6-pteridinyl)methylenetriphenylphosphorane. This compound is reacted with an aromatic aldehyde such as diethyl 4-formylbenzoyl-L-glutamate to form an olefin which is then reduced catalytically to the tetrahydro derivative of the desired product. Oxidation of the tetrahydro derivative is accomplished with hydrogen peroxide.

REFERENCES:
patent: 4077957 (1978-03-01), Piper et al.

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