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His works included a translation into Latin of The Book of the Courtier from the Italian original Il Cortegiano of Baldassare Castiglione (STC 4782).
After Petrarca, in the Renaissance age, the most famous singers at the lute certainly were Bartolomeo Tromboncino, Ippolito Tromboncino and Marchetto Cara - whose gift as interpreters are highlighted in The Book of the Courtier by Baldassarre Castiglione.
Contemporary historians and intellectuals remembered Ottaviano as a liberal and magnanimous prince, holding him up as a quintessential Renaissance gentleman and a pattern for rulers, as did Baldassare Castiglione who made him one of the interlocutors in The Book of the Courtier (1528).
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Ottaviano and Federigo Fregoso are participants in the fictional discussion presided over by Elisabetta Gonzaga, Duchess of Urbino, in Baldassare Castiglione's The Book of the Courtier, which was supposed to have taken place at the court of Urbino in 1507.