Tetrahedron Letters p. 29 - 32 (1992)
Update date:2022-08-25
Topics:
Dua, Rajesh K.
Phillips, Robert S.
The 5-bromo derivative 2 of the cyclic tautomer of Nb-methoxycarbonyl-L-tryptophan methyl ester 1 undergoes reaction with CuCN in refluxing N-methylpyrrolidone (NMP) to give 5-cyano derivative 3a with some ring opened 5-cyano product 3b. Both 3a and 3b can be converted, in high yield, into free 5-cyano-L-tryptophan 4 with BBr3 under mild conditions.
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