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CAS 62549-92-2

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Nalpha-(tert-butoxycarbonyl)tryptophanamide

Description:
Nα-(tert-butoxycarbonyl)tryptophanamide, commonly referred to as Boc-tryptophanamide, is a derivative of the amino acid tryptophan, characterized by the presence of a tert-butoxycarbonyl (Boc) protecting group on the amino group. This compound is typically used in peptide synthesis as a protective group, which helps to prevent unwanted reactions during the coupling of amino acids. The Boc group is stable under basic conditions but can be easily removed under acidic conditions, allowing for selective deprotection when needed. The tryptophan moiety contributes to the compound's aromatic properties and potential biological activity, as tryptophan is a precursor to several important biomolecules, including serotonin. Nα-(tert-butoxycarbonyl)tryptophanamide is generally a white to off-white solid and is soluble in organic solvents like dimethyl sulfoxide (DMSO) and methanol. Its applications extend to research in biochemistry and medicinal chemistry, particularly in the synthesis of peptides and other bioactive compounds.
Formula:C16H21N3O3
InChI:InChI=1/C16H21N3O3/c1-16(2,3)22-15(21)19-13(14(17)20)8-10-9-18-12-7-5-4-6-11(10)12/h4-7,9,13,18H,8H2,1-3H3,(H2,17,20)(H,19,21)/t13-/m0/s1
SMILES:CC(C)(C)OC(=N[C@@H](Cc1c[nH]c2ccccc12)C(=N)O)O
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