Regioselective nitration of Nα,N1-bis(trifluoroacetyl)-l-tryptophan methyl ester: Efficient synthesis of 2-nitro and 6-nitro-N-trifluoroacetyl-l-tryptophan methyl ester
Nitration of Nα,N1-bis(trifluoroacetyl)-l-tryptophan methyl ester with HNO3 in acetic anhydride at 0 °C provides Nα-trifluoroacetyl-2-nitro-l-tryptophan methyl ester in 67% yield, whereas nitration in trifluoroacetic acid at 0 °C gives Nα-trifluoroacetyl-6-nitro-l-tryptophan methyl ester in 69% yield.
Osborne, Andrew S.,Som, Phanneth,Metcalf, Jessica L.,Phillips, Robert S.
scheme or table
p. 5750 - 5752
(2009/08/07)
Synthesis of 2-nitro-L-tryptophan
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Phillips,Cohen
p. 191 - 192
(2007/10/02)
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