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Synthesis of optically pure mitomycin C: A new route to FR900482

Optically pure mitomycin C was synthesized in 28 steps and 5% overall yield from 2,6-dimethoxytoluene. The route followed was a variation upon previous work in our laboratories and the asymmetry was achieved by the resolution of racemic mitomycin A, an advanced intermediate.
Our efforts at finding a new route to an intermediate in the synthesis of FR900482, are also described here. The key step was the cyclization of an epoxy-acetamide under basic conditions to form an eight-membered lactam.

Identiferoai:union.ndltd.org:RICE/oai:scholarship.rice.edu:1911/13860
Date January 1994
CreatorsLinsell, Martin Sheringham
ContributorsFukuyama, T.
Source SetsRice University
LanguageEnglish
Detected LanguageEnglish
TypeThesis, Text
Format140 p., application/pdf

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