Fmoc-L-tryptophan → N-(Fmoc-L-tryptophanyl)-1-amino-3-methylbutane

Participants

Reaction Steps

In substantially the same manner as in Example 5, 1-amino-3-methylbutane (405 μl) was condensed with Fmoc-Trp-OH (1.35 g, Peptide Institute, Inc.) to give N-(Fmoc-L-tryptophanyl)-1-amino-3-methylbutane (1.54 g) as a white powder (yield 98%). A portion (1.44 g) of this product was, in substantially the same manner as in Example 17, subjected to deprotection of Fmoc group, which was then condensed with (2S,3S)-ethyl hydrogen transepoxysuccinate as obtained in Reference Example 8 (432 mg) to yield the title compound (compound 88; 734 mg) as a white powder (yield 72%).

Provenance & Evidence